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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11)transporters (2) Show 13 proteins XML

enzymes (11)transporters (2) Show 13 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-05-30 20:55:55 UTC

HMDB ID

HMDB0000168

Secondary Accession Numbers

HMDB00168

Metabolite Identification

Common Name

L-Asparagine

Description

Asparagine (Asn) or L-asparagine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-asparagine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Asparagine is found in all organisms ranging from bacteria to plants to animals. In humans, asparagine is not an essential amino acid, which means that it can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. The precursor to asparagine is oxaloacetate. Oxaloacetate is converted to aspartate using a transaminase enzyme. This enzyme transfers the amino group from glutamate to oxaloacetate producing alpha-ketoglutarate and aspartate. The enzyme asparagine synthetase produces asparagine, AMP, glutamate, and pyrophosphate from aspartate, glutamine, and ATP. In the asparagine synthetase reaction, ATP is used to activate aspartate, forming beta-aspartyl-AMP. Glutamine donates an ammonium group which reacts with beta-aspartyl-AMP to form asparagine and free AMP. Since the asparagine side chain can make efficient hydrogen bond interactions with the peptide backbone, asparagines are often found near the beginning and end of alpha-helices, and in turn motifs in beta sheets. Its role can be thought as "capping" the hydrogen bond interactions which would otherwise need to be satisfied by the polypeptide backbone. Asparagine also provides key sites for N-linked glycosylation, a modification of the protein chain that is characterized by the addition of carbohydrate chains. A reaction between asparagine and reducing sugars or reactive carbonyls produces acrylamide (acrylic amide) in food when heated to sufficient temperature (i.e. baking). These occur primarily in baked goods such as French fries, potato chips, and roasted coffee. Asparagine was first isolated in 1806 from asparagus juice --hence its name. Asparagine was the first amino acid to be isolated. The smell observed in the urine of some individuals after the consumption of asparagus is attributed to a byproduct of the metabolic breakdown of asparagine, asparagine-amino-succinic-acid monoamide. However, some scientists disagree and implicate other substances in the smell, especially methanethiol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S)-2,4-Diamino-4-oxobutanoic acid	ChEBI
(2S)-2-Amino-3-carbamoylpropanoic acid	ChEBI
(S)-2-Amino-3-carbamoylpropanoic acid	ChEBI
(S)-Asparagine	ChEBI
2-Aminosuccinamic acid	ChEBI
alpha-Aminosuccinamic acid	ChEBI
Asn	ChEBI
ASPARAGINE	ChEBI
Aspartamic acid	ChEBI
L-2-Aminosuccinamic acid	ChEBI
L-Asparagin	ChEBI
L-Aspartic acid beta-amide	ChEBI
N	ChEBI
(2S)-2,4-Diamino-4-oxobutanoate	Generator
(2S)-2-Amino-3-carbamoylpropanoate	Generator
(S)-2-Amino-3-carbamoylpropanoate	Generator
2-Aminosuccinamate	Generator
a-Aminosuccinamate	Generator
a-Aminosuccinamic acid	Generator
alpha-Aminosuccinamate	Generator
Α-aminosuccinamate	Generator
Α-aminosuccinamic acid	Generator
Aspartamate	Generator
L-2-Aminosuccinamate	Generator
L-Aspartate b-amide	Generator
L-Aspartate beta-amide	Generator
L-Aspartate β-amide	Generator
L-Aspartic acid b-amide	Generator
L-Aspartic acid β-amide	Generator
(-)-Asparagine	HMDB
(S)-2,4-Diamino-4-oxobutanoate	HMDB
(S)-2,4-Diamino-4-oxobutanoic acid	HMDB
Agedoite	HMDB
alpha Amminosuccinamate	HMDB
alpha Amminosuccinamic acid	HMDB
Altheine	HMDB
Asparagine acid	HMDB
Asparamide	HMDB
Aspartic acid amide	HMDB
Aspartic acid b-amide	HMDB
Aspartic acid beta amide	HMDB
b2,4-(S)-Diamino-4-oxo-utanoate	HMDB
b2,4-(S)-Diamino-4-oxo-utanoic acid	HMDB
Crystal VI	HMDB
L-2,4-Diamino-4-oxobutanoate	HMDB
L-2,4-Diamino-4-oxobutanoic acid	HMDB
L-Aspartamine	HMDB
L-b-Asparagine	HMDB
L-beta-Asparagine	HMDB

Chemical Formula

C₄H₈N₂O₃

Average Molecular Weight

132.1179

Monoisotopic Molecular Weight

132.053492132

IUPAC Name

(2S)-2-amino-3-carbamoylpropanoic acid

Traditional Name

L-asparagine

CAS Registry Number

70-47-3

SMILES

N[C@@H](CC(N)=O)C(O)=O

InChI Identifier

InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1

InChI Key

DCXYFEDJOCDNAF-REOHCLBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as asparagine and derivatives. Asparagine and derivatives are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Asparagine and derivatives

Alternative Parents

Substituents

Asparagine or derivatives
Alpha-amino acid
L-alpha-amino acid
Fatty amide
Fatty acyl
Fatty acid
Carboxamide group
Amino acid
Primary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aspartate family amino acid (CHEBI:17196 )
proteinogenic amino acid (CHEBI:17196 )
L-alpha-amino acid (CHEBI:17196 )
asparagine (CHEBI:17196 )
Common amino acids (C00152 )

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Inner mitochondrial membrane (PMID: 31315173)

Source

Endogenous

Endogenous (HMDB: HMDB0208850)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (PMID: 19368971)

Biochemical process

Proton trap for oxidative phosphorylation (PMID: 12297275)

Role

Biological role

Stabilizing agent

Stabilizing cytochrome oxidase (PMID: 10413476)
Proton trap for oxidative phosphorylation (PMID: 12297275)
Stabilizing mitochondrial structure (PMID: 10413476;)

Molecular messenger

Apoptosis (PMID: 19368971)

Transporter

Cholesterol translocation (PMID: 11111099)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	234 - 235 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	29.4 mg/mL	Not Available
LogP	-3.82	CHMELIK,J ET AL. (1991)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Astarita_neg	121.3	30932474
[M-H]-	Baker	127.113	30932474
[M+H]+	Astarita_pos	118.3	30932474
[M+H]+	Baker	131.537	30932474
[M-H]-	Not Available	124.2	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001747
[M+H]+	Not Available	131.537	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001747

Predicted Molecular Properties

Property	Value	Source
Water Solubility	168 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-4.3	ChemAxon
logS	0.1	ALOGPS
pKa (Strongest Acidic)	2	ChemAxon
pKa (Strongest Basic)	8.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.41 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	28.35 m³·mol⁻¹	ChemAxon
Polarizability	11.68 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	129.707	31661259
DarkChem	[M-H]-	121.829	31661259
AllCCS	[M+H]+	131.99	32859911
AllCCS	[M-H]-	123.655	32859911
DeepCCS	[M+H]+	124.027	30932474
DeepCCS	[M-H]-	120.161	30932474
DeepCCS	[M-2H]-	157.71	30932474
DeepCCS	[M+Na]+	133.034	30932474
AllCCS	[M+H]+	132.0	32859911
AllCCS	[M+H-H2O]+	127.9	32859911
AllCCS	[M+NH4]+	135.8	32859911
AllCCS	[M+Na]+	136.9	32859911
AllCCS	[M-H]-	123.7	32859911
AllCCS	[M+Na-2H]-	126.3	32859911
AllCCS	[M+HCOO]-	129.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Asparagine	N[C@@H](CC(N)=O)C(O)=O	1970.3	Standard polar	33892256
L-Asparagine	N[C@@H](CC(N)=O)C(O)=O	1207.9	Standard non polar	33892256
L-Asparagine	N[C@@H](CC(N)=O)C(O)=O	1931.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Asparagine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CC(N)=O	1480.3	Semi standard non polar	33892256
L-Asparagine,1TMS,isomer #2	C[Si](C)(C)N[C@@H](CC(N)=O)C(=O)O	1554.1	Semi standard non polar	33892256
L-Asparagine,1TMS,isomer #3	C[Si](C)(C)NC(=O)C[C@H](N)C(=O)O	1575.0	Semi standard non polar	33892256
L-Asparagine,2TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(N)=O)C(=O)O[Si](C)(C)C	1577.0	Semi standard non polar	33892256
L-Asparagine,2TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(N)=O)C(=O)O[Si](C)(C)C	1579.7	Standard non polar	33892256
L-Asparagine,2TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(N)=O)C(=O)O[Si](C)(C)C	2388.1	Standard polar	33892256
L-Asparagine,2TMS,isomer #2	C[Si](C)(C)NC(=O)C[C@H](N)C(=O)O[Si](C)(C)C	1552.7	Semi standard non polar	33892256
L-Asparagine,2TMS,isomer #2	C[Si](C)(C)NC(=O)C[C@H](N)C(=O)O[Si](C)(C)C	1668.8	Standard non polar	33892256
L-Asparagine,2TMS,isomer #2	C[Si](C)(C)NC(=O)C[C@H](N)C(=O)O[Si](C)(C)C	2300.9	Standard polar	33892256
L-Asparagine,2TMS,isomer #3	C[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C)C(=O)O	1647.5	Semi standard non polar	33892256
L-Asparagine,2TMS,isomer #3	C[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C)C(=O)O	1676.0	Standard non polar	33892256
L-Asparagine,2TMS,isomer #3	C[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C)C(=O)O	2314.9	Standard polar	33892256
L-Asparagine,2TMS,isomer #4	C[Si](C)(C)N([C@@H](CC(N)=O)C(=O)O)[Si](C)(C)C	1734.3	Semi standard non polar	33892256
L-Asparagine,2TMS,isomer #4	C[Si](C)(C)N([C@@H](CC(N)=O)C(=O)O)[Si](C)(C)C	1633.9	Standard non polar	33892256
L-Asparagine,2TMS,isomer #4	C[Si](C)(C)N([C@@H](CC(N)=O)C(=O)O)[Si](C)(C)C	2584.6	Standard polar	33892256
L-Asparagine,2TMS,isomer #5	C[Si](C)(C)N(C(=O)C[C@H](N)C(=O)O)[Si](C)(C)C	1715.3	Semi standard non polar	33892256
L-Asparagine,2TMS,isomer #5	C[Si](C)(C)N(C(=O)C[C@H](N)C(=O)O)[Si](C)(C)C	1689.0	Standard non polar	33892256
L-Asparagine,2TMS,isomer #5	C[Si](C)(C)N(C(=O)C[C@H](N)C(=O)O)[Si](C)(C)C	2797.8	Standard polar	33892256
L-Asparagine,3TMS,isomer #1	C[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1668.6	Semi standard non polar	33892256
L-Asparagine,3TMS,isomer #1	C[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1696.3	Standard non polar	33892256
L-Asparagine,3TMS,isomer #1	C[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1922.2	Standard polar	33892256
L-Asparagine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC(N)=O)N([Si](C)(C)C)[Si](C)(C)C	1729.5	Semi standard non polar	33892256
L-Asparagine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC(N)=O)N([Si](C)(C)C)[Si](C)(C)C	1687.5	Standard non polar	33892256
L-Asparagine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC(N)=O)N([Si](C)(C)C)[Si](C)(C)C	2273.3	Standard polar	33892256
L-Asparagine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CC(=O)N([Si](C)(C)C)[Si](C)(C)C	1670.2	Semi standard non polar	33892256
L-Asparagine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CC(=O)N([Si](C)(C)C)[Si](C)(C)C	1739.7	Standard non polar	33892256
L-Asparagine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CC(=O)N([Si](C)(C)C)[Si](C)(C)C	2159.8	Standard polar	33892256
L-Asparagine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1749.3	Semi standard non polar	33892256
L-Asparagine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1717.5	Standard non polar	33892256
L-Asparagine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2099.9	Standard polar	33892256
L-Asparagine,3TMS,isomer #5	C[Si](C)(C)NC(=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1799.7	Semi standard non polar	33892256
L-Asparagine,3TMS,isomer #5	C[Si](C)(C)NC(=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1755.2	Standard non polar	33892256
L-Asparagine,3TMS,isomer #5	C[Si](C)(C)NC(=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2065.8	Standard polar	33892256
L-Asparagine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	1767.5	Semi standard non polar	33892256
L-Asparagine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	1789.1	Standard non polar	33892256
L-Asparagine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	1838.9	Standard polar	33892256
L-Asparagine,4TMS,isomer #2	C[Si](C)(C)NC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1813.2	Semi standard non polar	33892256
L-Asparagine,4TMS,isomer #2	C[Si](C)(C)NC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1800.9	Standard non polar	33892256
L-Asparagine,4TMS,isomer #2	C[Si](C)(C)NC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1870.6	Standard polar	33892256
L-Asparagine,4TMS,isomer #3	C[Si](C)(C)N(C(=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1878.6	Semi standard non polar	33892256
L-Asparagine,4TMS,isomer #3	C[Si](C)(C)N(C(=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1849.9	Standard non polar	33892256
L-Asparagine,4TMS,isomer #3	C[Si](C)(C)N(C(=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1960.8	Standard polar	33892256
L-Asparagine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1952.7	Semi standard non polar	33892256
L-Asparagine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1906.5	Standard non polar	33892256
L-Asparagine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC(=O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1798.7	Standard polar	33892256
L-Asparagine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC(N)=O	1705.2	Semi standard non polar	33892256
L-Asparagine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC(N)=O)C(=O)O	1796.6	Semi standard non polar	33892256
L-Asparagine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N)C(=O)O	1813.3	Semi standard non polar	33892256
L-Asparagine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C	2018.7	Semi standard non polar	33892256
L-Asparagine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C	1977.5	Standard non polar	33892256
L-Asparagine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C	2436.3	Standard polar	33892256
L-Asparagine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	1995.6	Semi standard non polar	33892256
L-Asparagine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2045.0	Standard non polar	33892256
L-Asparagine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2360.4	Standard polar	33892256
L-Asparagine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2106.3	Semi standard non polar	33892256
L-Asparagine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2028.6	Standard non polar	33892256
L-Asparagine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O	2338.6	Standard polar	33892256
L-Asparagine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@@H](CC(N)=O)C(=O)O)[Si](C)(C)C(C)(C)C	2171.1	Semi standard non polar	33892256
L-Asparagine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@@H](CC(N)=O)C(=O)O)[Si](C)(C)C(C)(C)C	2037.3	Standard non polar	33892256
L-Asparagine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@@H](CC(N)=O)C(=O)O)[Si](C)(C)C(C)(C)C	2521.8	Standard polar	33892256
L-Asparagine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)C[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2124.3	Semi standard non polar	33892256
L-Asparagine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)C[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2100.7	Standard non polar	33892256
L-Asparagine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)C[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2609.6	Standard polar	33892256
L-Asparagine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2297.4	Semi standard non polar	33892256
L-Asparagine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2256.1	Standard non polar	33892256
L-Asparagine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2252.1	Standard polar	33892256
L-Asparagine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(N)=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2388.8	Semi standard non polar	33892256
L-Asparagine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(N)=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2311.7	Standard non polar	33892256
L-Asparagine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(N)=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2427.8	Standard polar	33892256
L-Asparagine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2310.9	Semi standard non polar	33892256
L-Asparagine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2364.2	Standard non polar	33892256
L-Asparagine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2357.8	Standard polar	33892256
L-Asparagine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2394.3	Semi standard non polar	33892256
L-Asparagine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2325.7	Standard non polar	33892256
L-Asparagine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2330.3	Standard polar	33892256
L-Asparagine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2435.4	Semi standard non polar	33892256
L-Asparagine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2322.4	Standard non polar	33892256
L-Asparagine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2314.0	Standard polar	33892256
L-Asparagine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2591.2	Semi standard non polar	33892256
L-Asparagine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2534.1	Standard non polar	33892256
L-Asparagine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2302.0	Standard polar	33892256
L-Asparagine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2641.7	Semi standard non polar	33892256
L-Asparagine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2528.0	Standard non polar	33892256
L-Asparagine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2315.2	Standard polar	33892256
L-Asparagine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2730.7	Semi standard non polar	33892256
L-Asparagine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2606.8	Standard non polar	33892256
L-Asparagine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2339.9	Standard polar	33892256
L-Asparagine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2942.3	Semi standard non polar	33892256
L-Asparagine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2795.8	Standard non polar	33892256
L-Asparagine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2349.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0159-0910000000-bedf57998656ab5ebc16	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0159-0910000000-4979c4d028d2dc931263	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0159-0910000000-b7ea3fef61f3940cbdda	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-9710000000-6d0afcbcc003347e598e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (2 TMS)	splash10-0uxr-0910000000-2be567239bd3229b1ca1	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-02t9-0790000000-b8141f48cbebb90f683e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-02t9-1790000000-1d12ed9b4fb2799da766	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (4 TMS)	splash10-014u-0961000000-65a5c0999f17110c9939	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (4 TMS)	splash10-00kr-0940000000-0e0e5c7bdbac5ea0e49e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (3 TMS)	splash10-00lr-1920000000-7864dbb1f685e64dd1cf	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (4 TMS)	splash10-000i-1940000000-964ea25da2789805985a	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine EI-B (Non-derivatized)	splash10-00lr-0930000000-79a089d9875e092dd7f2	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-TOF (Non-derivatized)	splash10-0159-0910000000-bedf57998656ab5ebc16	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-TOF (Non-derivatized)	splash10-0159-0910000000-4979c4d028d2dc931263	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-TOF (Non-derivatized)	splash10-0159-0910000000-b7ea3fef61f3940cbdda	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-QQ (Non-derivatized)	splash10-00di-4931100000-17f149310ce3a0f748d1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-EI-TOF (Non-derivatized)	splash10-00di-9710000000-6d0afcbcc003347e598e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-0uxr-0910000000-2be567239bd3229b1ca1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-02t9-0790000000-b8141f48cbebb90f683e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-02t9-1790000000-1d12ed9b4fb2799da766	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-014u-0961000000-65a5c0999f17110c9939	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-00kr-0940000000-0e0e5c7bdbac5ea0e49e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-00lr-1920000000-7864dbb1f685e64dd1cf	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized)	splash10-000i-1940000000-964ea25da2789805985a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Asparagine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9100000000-5881591331bd059b7e7d	2016-09-22	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0080-9400000000-e5c7e19f427eea6d71b0	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-00di-9000000000-afc1214100db1168b095	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-00dl-9000000000-57e977cd87e9a86d482b	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-001i-0900000000-6fb96f5aa291359dba29	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-000i-9000000000-76f11e6fe5657c35d15f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-000i-9000000000-e944486273dbfde4cae4	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-001i-0900000000-27ad91a86be0c4d86c3c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-001i-0900000000-b8b7a3431b66246ad613	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-000i-9000000000-03fa294ec740e189dd99	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-000i-9000000000-cee2081406fc25ab6169	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-001i-0900000000-cd79afa0c27f65e54adc	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-01q9-0943200000-5a24322ba0ce2f410155	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-03di-0900000000-fc3086cc1bb0c06a4c11	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-03di-3900000000-2d74d8232e7523f3b1c9	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-001i-0900000000-fa61c6fa9a87ce4905bb	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-01q9-0942200000-757da8b3406485c997b0	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-014i-9000000000-eac18512f2d22ab7a7ef	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-03di-0900000000-8df6d5b6cf94bf081c89	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-001i-0900000000-18079004a95c252da208	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-001i-0900000000-e6b1f9b4982e6cdc863d	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-03di-5900000000-7b9c09b3b6de28972f97	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-00dl-9100000000-2ea95ead344d62e230a4	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF	splash10-0006-9000000000-defacc365589bc4437d7	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF	splash10-0006-9000000000-fd60db4d5e35794c45ae	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Asparagine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-001i-3900000000-fd0f1034b5c1e40435c0	2012-08-31	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Mitochondria

Biospecimen Locations

Blood
Breast Milk
Cerebrospinal Fluid (CSF)
Feces
Saliva
Sweat
Urine

Tissue Locations

All Tissues
Placenta
Prostate

Pathways

Name	SMPDB/PathBank	KEGG
Transcription/Translation	SMP00019	Not Available
Aspartate Metabolism
Nitrogen metabolism	Not Available
Canavan Disease		Not Available
Hypoacetylaspartia		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	36-87 uM	Newborn (0-30 days old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	33-77 uM	Infant (1 - 3 months old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	23-79 uM	Children (3 months - 6 years old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	25-75 uM	Children (6 - 18 years old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	32.9 +/- 7.6 uM	Adult (>18 years old)	Both	Normal	11865086	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	41.0 (31.0-51.0) uM	Adult (>18 years old)	Both	Normal	12297216	details
Blood	Detected and Quantified	29-132 uM	Infant (0-1 year old)	Not Specified	Normal	20549362	details
Blood	Detected and Quantified	61.7(12.09) uM	Adult (>18 years old)	Both	Normal	26010610	details
Blood	Detected and Quantified	48.0 +/- 7.0 uM	Children (1-13 years old)	Male	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	46.0 +/- 7.0 uM	Children (1-13 years old)	Female	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	29.0-90.0 uM	Adult (>18 years old)	Both	Normal	Molecular You	details
Blood	Detected and Quantified	49.0 +/- 7.0 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	47.0 +/- 9.0 uM	Adult (>18 years old)	Female	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	48.4 +/- 9.29 uM	Adult (>18 years old)	Both	Normal	28278231	details
Blood	Detected and Quantified	54.4(47.3-68.3) uM	Children (1-13 uears old)	Both	Normal	27294788	details
Blood	Detected and Quantified	35.0 (16.4-57.2) uM	Adult (>18 years old)	Both	Normal	18004736	details
Blood	Detected and Quantified	82.4 +/- 7.3 uM	Adult (>18 years old)	Both	Normal	21359215	details
Breast Milk	Detected and Quantified	16.6 +/- 10.5 uM	Adult (>18 years old)	Female	Normal	24027187	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	4.43 (0.0-8.86) uM	Adult (>18 years old)	Both	Normal	18502700	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	19.0 +/- 11.1 uM	Children (1-13 years old)	Not Specified	Normal	15911239	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	8.1 +/- 4.9 uM	Adult (>18 years old)	Male	Normal	6198473	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	9.0 +/- 4.2 uM	Adult (>18 years old)	Female	Normal	6198473	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	5.4 +/- 1.4 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	6.20 (5.90-6.50) uM	Adult (>18 years old)	Both	Normal	14992292	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	5.99 +/- 0.92 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	7595563	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	4-10 uM	Children (0 - 10 years old)	Both	Normal	BC Children's Hos...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	4-10 uM	Adolescent (>11 years old)	Both	Normal	BC Children's Hos...	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	28270806	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Normal	21970810	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	18052033	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Both	Normal	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Normal	27609529	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected and Quantified	30 +/- 30 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Not Specified	Normal	27452636	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Not Specified	Normal	21970810	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25670064	details
Saliva	Detected and Quantified	1.20 +/- 0.809 uM	Adult (>18 years old)	Not Specified	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.24 +/- 0.768 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.70 +/- 1.69 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.74 +/- 0.972 uM	Adult (>18 years old)	Not Specified	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	2.17 +/- 1.41 uM	Adult (>18 years old)	Both	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.580 +/- 0.511 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.76 +/- 2.11 uM	Adult (>18 years old)	Female	Normal	23857558	details
Urine	Detected and Quantified	8.75 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19309105	details
Urine	Detected and Quantified	9.5 (3.0-26.0) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	2.49-32.012 umol/mmol creatinine	Adolescent (13-18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	4.66-16.53 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18004736	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21389975	details
Urine	Detected and Quantified	2.1-5.5 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	27012787	details
Urine	Detected and Quantified	2.83-26.92 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	15.15-53.01 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	David F. Putnam C...	details
Urine	Detected and Quantified	0.96 +/- 0.65 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	2026685	details
Urine	Detected and Quantified	2.83-113.12 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	10.1 (4.6-17.8) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	0 - 77.90 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 53.03 umol/mmol creatinine	Infant (1 - 6 months old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 32.00 umol/mmol creatinine	Infant (6 months - <1 year old)	Both	Normal	BC Children's Hos...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	0 - 28.15 umol/mmol creatinine	Children (1 - 2 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 26.23 umol/mmol creatinine	Children (2 - 4 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 25.33 umol/mmol creatinine	Children (4 - 13 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 19.56 umol/mmol creatinine	Adolescent (13 - 21 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 19.56 umol/mmol creatinine	Adult (>21 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	25.158 +/- 23.462 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected and Quantified	<3.0 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	3168222	details
Urine	Detected and Quantified	<4.0 umol/mmol creatinine	Infant (1 - 6 months old)	Both	Normal	3168222	details
Urine	Detected and Quantified	7.013-100.00 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<5.0 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	3168222	details
Urine	Detected and Quantified	4.296-155.231 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	20549362	details
Urine	Detected and Quantified	10.52 +/- 3.85 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15992788	details
Urine	Detected and Quantified	2.5-3.7 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	27012787	details
Urine	Detected and Quantified	8.8 (4.6-17.7) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	12.77 (7.96-24.28) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Analysis of 40 NI...	details
Urine	Detected and Quantified	35.7098 +/- 12.6254 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected and Quantified	3.17-46.60 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	10.0 (4.6-16.32) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18004736	details
Urine	Detected and Quantified	9.211 (3.289-15.1) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Not Available	details
Urine	Detected and Quantified	0.42-10.5 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	32340350	details
Urine	Detected and Quantified	2.81(1.84-5.77) umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	32340350	details
Urine	Detected and Quantified	4.30-44.79 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	2.68(0.36-10.57) umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	32340350	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	25.6 (10.3) uM	Adult (>18 years old)	Female	Pregnancy	23313728	details
Blood	Detected and Quantified	54.1 +/- 21.7 uM	Adult (>18 years old)	Both	Heart Transplant	21359215	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25105552	details
Blood	Detected and Quantified	39.13 +/- 16.35 uM	Adult (>18 years old)	Female	Pregnancy with fetuses with trisomy 18	23535240	details
Blood	Detected and Quantified	31.89 +/- 13.6 uM	Adult (>18 years old)	Female	Pregnancy	23535240	details
Blood	Detected and Quantified	36.5 (17.2) uM	Adult (>18 years old)	Female	Early preeclampsia	22494326	details
Blood	Detected and Quantified	34.5 (14.5) uM	Adult (>18 years old)	Female	Pregnancy	22494326	details
Blood	Detected and Quantified	40.8 +/- 11.5 uM	Children (1-13 years old)	Both	Uremia	11865086	details
Blood	Detected and Quantified	39.9 +/- 3.2 uM	Adult (>18 years old)	Both	Epilepsy	14992292	details
Blood	Detected and Quantified	99 uM	Infant (0-1 year old)	Male	Fumaric aciduria	20549362	details
Blood	Detected and Quantified	56.7(42.3-70.3) uM	Children (1-13 uears old)	Both	Environmental enteric dysfunction	27294788	details
Blood	Detected and Quantified	69.29(13.01) uM	Adult (>18 years old)	Both	Heart failure with preserved ejection fraction	26010610	details
Blood	Detected and Quantified	31.3 (11.3) uM	Adult (>18 years old)	Female	Late-onset preeclampsia	23159745	details
Blood	Detected and Quantified	32.4 (13.7) uM	Adult (>18 years old)	Female	Pregnancy	23159745	details
Blood	Detected and Quantified	27.3 (9.6) uM	Adult (>18 years old)	Female	Down syndrome pregnancy	23313728	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	7.9 +/- 6.4 uM	Children (1-13 years old)	Not Specified	Leukemia	15911239	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	11.1 +/- 6.7 uM	Children (1-13 years old)	Not Specified	leukemia	15911239	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	6.01 +/- 0.65 uM	Adult (>18 years old)	Both	Schizophrenia	7595563	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	1.77 +/- 0.16 umol/mmol creatinine	Adult (>18 years old)	Both	Alzheimer's disease	17031479	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	celiac disease	21970810	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Both	Crohns disease	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Both	Ulcerative colitis	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Crohns disease	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Ulcerative colitis	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Unclassified IBD	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Not Specified	celiac disease	27452636	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Not Specified	Treated celiac disease	21970810	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Crohn's disease	17269711	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Gout	28270806	details
Saliva	Detected and Quantified	1.68 +/- 2.90 uM	Adult (>18 years old)	Male	Alzheimer's disease	23857558	details
Saliva	Detected and Quantified	0.97 +/- 1.12 uM	Adult (>18 years old)	Male	Frontotemporal lobe dementia	23857558	details
Saliva	Detected and Quantified	3.02 +/- 0.83 uM	Adult (>18 years old)	Both	Lewy body disease	23857558	details
Sweat	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Not Specified	screen-positive CF	Adriana Nori...	details
Urine	Detected and Quantified	35.098 +/- 22.947 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected and Quantified	20.700-447 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Fumaric aciduria	20549362	details
Urine	Detected and Quantified	29.6797 +/- 15.0964 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected and Quantified	28.0762 +/- 31.9291 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Gastroesophageal reflux disease	Analysis of 30 no...	details

Associated Disorders and Diseases

Disease References

Epilepsy
Rainesalo S, Keranen T, Palmio J, Peltola J, Oja SS, Saransaari P: Plasma and cerebrospinal fluid amino acids in epileptic patients. Neurochem Res. 2004 Jan;29(1):319-24. [PubMed:14992292 ]
Uremia
Canepa A, Filho JC, Gutierrez A, Carrea A, Forsberg AM, Nilsson E, Verrina E, Perfumo F, Bergstrom J: Free amino acids in plasma, red blood cells, polymorphonuclear leukocytes, and muscle in normal and uraemic children. Nephrol Dial Transplant. 2002 Mar;17(3):413-21. [PubMed:11865086 ]
Colorectal cancer
Ni Y, Xie G, Jia W: Metabonomics of human colorectal cancer: new approaches for early diagnosis and biomarker discovery. J Proteome Res. 2014 Sep 5;13(9):3857-70. doi: 10.1021/pr500443c. Epub 2014 Aug 14. [PubMed:25105552 ] Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Early preeclampsia
Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: Metabolomics and first-trimester prediction of early-onset preeclampsia. J Matern Fetal Neonatal Med. 2012 Oct;25(10):1840-7. doi: 10.3109/14767058.2012.680254. Epub 2012 Apr 28. [PubMed:22494326 ]
Pregnancy
Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: Metabolomics and first-trimester prediction of early-onset preeclampsia. J Matern Fetal Neonatal Med. 2012 Oct;25(10):1840-7. doi: 10.3109/14767058.2012.680254. Epub 2012 Apr 28. [PubMed:22494326 ] Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: First-trimester metabolomic detection of late-onset preeclampsia. Am J Obstet Gynecol. 2013 Jan;208(1):58.e1-7. doi: 10.1016/j.ajog.2012.11.003. Epub 2012 Nov 13. [PubMed:23159745 ] Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: Metabolomic analysis for first-trimester Down syndrome prediction. Am J Obstet Gynecol. 2013 May;208(5):371.e1-8. doi: 10.1016/j.ajog.2012.12.035. Epub 2013 Jan 8. [PubMed:23313728 ] Bahado-Singh RO, Akolekar R, Chelliah A, Mandal R, Dong E, Kruger M, Wishart DS, Nicolaides K: Metabolomic analysis for first-trimester trisomy 18 detection. Am J Obstet Gynecol. 2013 Jul;209(1):65.e1-9. doi: 10.1016/j.ajog.2013.03.028. Epub 2013 Mar 25. [PubMed:23535240 ]
Late-onset preeclampsia
Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: First-trimester metabolomic detection of late-onset preeclampsia. Am J Obstet Gynecol. 2013 Jan;208(1):58.e1-7. doi: 10.1016/j.ajog.2012.11.003. Epub 2012 Nov 13. [PubMed:23159745 ]
Fumarase deficiency
Allegri G, Fernandes MJ, Scalco FB, Correia P, Simoni RE, Llerena JC Jr, de Oliveira ML: Fumaric aciduria: an overview and the first Brazilian case report. J Inherit Metab Dis. 2010 Aug;33(4):411-9. doi: 10.1007/s10545-010-9134-2. Epub 2010 Jun 15. [PubMed:20549362 ]
Leukemia
Peng CT, Wu KH, Lan SJ, Tsai JJ, Tsai FJ, Tsai CH: Amino acid concentrations in cerebrospinal fluid in children with acute lymphoblastic leukemia undergoing chemotherapy. Eur J Cancer. 2005 May;41(8):1158-63. Epub 2005 Apr 14. [PubMed:15911239 ]
Schizophrenia
Do KQ, Lauer CJ, Schreiber W, Zollinger M, Gutteck-Amsler U, Cuenod M, Holsboer F: gamma-Glutamylglutamine and taurine concentrations are decreased in the cerebrospinal fluid of drug-naive patients with schizophrenic disorders. J Neurochem. 1995 Dec;65(6):2652-62. [PubMed:7595563 ]
Alzheimer's disease
Fonteh AN, Harrington RJ, Tsai A, Liao P, Harrington MG: Free amino acid and dipeptide changes in the body fluids from Alzheimer's disease subjects. Amino Acids. 2007 Feb;32(2):213-24. Epub 2006 Oct 10. [PubMed:17031479 ] Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Celiac disease
Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ] De Angelis M, Vannini L, Di Cagno R, Cavallo N, Minervini F, Francavilla R, Ercolini D, Gobbetti M: Salivary and fecal microbiota and metabolome of celiac children under gluten-free diet. Int J Food Microbiol. 2016 Dec 19;239:125-132. doi: 10.1016/j.ijfoodmicro.2016.07.025. Epub 2016 Jul 19. [PubMed:27452636 ]
Crohn's disease
Marchesi JR, Holmes E, Khan F, Kochhar S, Scanlan P, Shanahan F, Wilson ID, Wang Y: Rapid and noninvasive metabonomic characterization of inflammatory bowel disease. J Proteome Res. 2007 Feb;6(2):546-51. [PubMed:17269711 ] Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Gout
Shao T, Shao L, Li H, Xie Z, He Z, Wen C: Combined Signature of the Fecal Microbiome and Metabolome in Patients with Gout. Front Microbiol. 2017 Feb 21;8:268. doi: 10.3389/fmicb.2017.00268. eCollection 2017. [PubMed:28270806 ]
Frontotemporal dementia
Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Lewy body disease
Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Cystic fibrosis
Adriana Nori de Macedo. Robust capillary electrophoresis methods for biomarker discovery and routine measurements in clinical and epidemiological applications. March 2017 [Link]
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.

Associated OMIM IDs

114500 (Colorectal cancer)
606812 (Fumarase deficiency)
181500 (Schizophrenia)
104300 (Alzheimer's disease)
212750 (Celiac disease)
266600 (Crohn's disease)
138900 (Gout)
600274 (Frontotemporal dementia)
219700 (Cystic fibrosis)
610247 (Eosinophilic esophagitis)

External Links

DrugBank ID

DB00174

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

6267

PDB ID

Not Available

ChEBI ID

17196

Food Biomarker Ontology

Not Available

VMH ID

ASN_L

MarkerDB ID

MDB00000082

Good Scents ID

Not Available

References

Synthesis Reference

Wang, Fangda. Preparation of L-b-asparagine. Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 8 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Rip JW, Coulter-Mackie MB, Rupar CA, Gordon BA: Purification and structure of human liver aspartylglucosaminidase. Biochem J. 1992 Dec 15;288 ( Pt 3):1005-10. [PubMed:1281977 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Hagenfeldt L, Bjerkenstedt L, Edman G, Sedvall G, Wiesel FA: Amino acids in plasma and CSF and monoamine metabolites in CSF: interrelationship in healthy subjects. J Neurochem. 1984 Mar;42(3):833-7. [PubMed:6198473 ]
Peng CT, Wu KH, Lan SJ, Tsai JJ, Tsai FJ, Tsai CH: Amino acid concentrations in cerebrospinal fluid in children with acute lymphoblastic leukemia undergoing chemotherapy. Eur J Cancer. 2005 May;41(8):1158-63. Epub 2005 Apr 14. [PubMed:15911239 ]
Cynober LA: Plasma amino acid levels with a note on membrane transport: characteristics, regulation, and metabolic significance. Nutrition. 2002 Sep;18(9):761-6. [PubMed:12297216 ]
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Sun S, Han J, Ralph WM Jr, Chandrasekaran A, Liu K, Auborn KJ, Carter TH: Endoplasmic reticulum stress as a correlate of cytotoxicity in human tumor cells exposed to diindolylmethane in vitro. Cell Stress Chaperones. 2004 Mar;9(1):76-87. [PubMed:15270080 ]
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Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Asparagine synthetase [glutamine-hydrolyzing]

General function:: Involved in asparagine synthase (glutamine-hydrolyzing) activity
Specific function:: Not Available
Gene Name:: ASNS
Uniprot ID:: P08243
Molecular weight:: 62167.855

Reactions

Adenosine triphosphate + L-Aspartic acid + L-Glutamine + Water → Adenosine monophosphate + Pyrophosphate + L-Asparagine + L-Glutamic acid	details

Enzyme Details

2. Asparagine--tRNA ligase, cytoplasmic

General function:: Involved in nucleotide binding
Specific function:: Not Available
Gene Name:: NARS
Uniprot ID:: O43776
Molecular weight:: 62942.425

Reactions

Adenosine triphosphate + L-Asparagine + tRNA(Asn) → Adenosine monophosphate + Pyrophosphate + L-asparaginyl-tRNA(Asn)	details
Adenosine triphosphate + L-Asparagine + tRNA(Asn) → Adenosine monophosphate + Pyrophosphate + L-Asparaginyl-tRNA(Asn)	details

Enzyme Details

3. Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit 1

General function:: Involved in dolichyl-diphosphooligosaccharide-protein glycotransferase activity
Specific function:: Essential subunit of the N-oligosaccharyl transferase (OST) complex which catalyzes the transfer of a high mannose oligosaccharide from a lipid-linked oligosaccharide donor to an asparagine residue within an Asn-X-Ser/Thr consensus motif in nascent polypeptide chains.
Gene Name:: RPN1
Uniprot ID:: P04843
Molecular weight:: 68568.81

Enzyme Details

4. Dolichyl-diphosphooligosaccharide--protein glycosyltransferase 48 kDa subunit

General function:: Involved in dolichyl-diphosphooligosaccharide-protein glycotransferase activity
Specific function:: Essential subunit of the N-oligosaccharyl transferase (OST) complex which catalyzes the transfer of a high mannose oligosaccharide from a lipid-linked oligosaccharide donor to an asparagine residue within an Asn-X-Ser/Thr consensus motif in nascent polypeptide chains.
Gene Name:: DDOST
Uniprot ID:: P39656
Molecular weight:: 50701.205

Enzyme Details

5. Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit 2

General function:: Involved in dolichyl-diphosphooligosaccharide-protein glycotransferase activity
Specific function:: Essential subunit of the N-oligosaccharyl transferase (OST) complex which catalyzes the transfer of a high mannose oligosaccharide from a lipid-linked oligosaccharide donor to an asparagine residue within an Asn-X-Ser/Thr consensus motif in nascent polypeptide chains.
Gene Name:: RPN2
Uniprot ID:: P04844
Molecular weight:: 67722.73

Enzyme Details

6. Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit STT3A

General function:: Involved in oligosaccharyl transferase activity
Specific function:: Catalytic subunit of the N-oligosaccharyl transferase (OST) complex which catalyzes the transfer of a high mannose oligosaccharide from a lipid-linked oligosaccharide donor to an asparagine residue within an Asn-X-Ser/Thr consensus motif in nascent polypeptide chains. N-glycosylation occurs cotranslationally and the complex associates with the Sec61 complex at the channel-forming translocon complex that mediates protein translocation across the endoplasmic reticulum (ER). SST3A seems to be involved in complex substrate specificity. STT3A is present in the majority of OST complexes and mediates cotranslational N-glycosylation of most sites on target proteins, while STT3B-containing complexes are required for efficient cotranslational glycosylation and mediate glycosylation of sites that have been skipped by STT3A.
Gene Name:: STT3A
Uniprot ID:: P46977
Molecular weight:: 80528.83

Enzyme Details

7. Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit DAD1

General function:: Involved in dolichyl-diphosphooligosaccharide-protein g
Specific function:: Essential subunit of the N-oligosaccharyl transferase (OST) complex which catalyzes the transfer of a high mannose oligosaccharide from a lipid-linked oligosaccharide donor to an asparagine residue within an Asn-X-Ser/Thr consensus motif in nascent polypeptide chains. N-glycosylation occurs cotranslationally and the complex associates with the Sec61 complex at the channel-forming translocon complex that mediates protein translocation across the endoplasmic reticulum (ER). Loss of the DAD1 protein triggers apoptosis (By similarity).
Gene Name:: DAD1
Uniprot ID:: P61803
Molecular weight:: 12496.55

Enzyme Details

8. Isoaspartyl peptidase/L-asparaginase

General function:: Involved in hydrolase activity
Specific function:: Has both L-asparaginase and beta-aspartyl peptidase activity. May be involved in the production of L-aspartate, which can act as an excitatory neurotransmitter in some brain regions. Is highly active with L-Asp beta-methyl ester. Besides, has catalytic activity toward beta-aspartyl dipeptides and their methyl esters, including beta-L-Asp-L-Phe, beta-L-Asp-L-Phe methyl ester (aspartame), beta-L-Asp-L-Ala, beta-L-Asp-L-Leu and beta-L-Asp-L-Lys. Does not have aspartylglucosaminidase activity and is inactive toward GlcNAc-L-Asn. Likewise, has no activity toward glutamine.
Gene Name:: ASRGL1
Uniprot ID:: Q7L266
Molecular weight:: 32054.325

Reactions

L-Asparagine + Water → L-Aspartic acid + Ammonia	details

Enzyme Details

9. Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit STT3B

General function:: Involved in oligosaccharyl transferase activity
Specific function:: Catalytic subunit of the N-oligosaccharyl transferase (OST) complex which catalyzes the transfer of a high mannose oligosaccharide from a lipid-linked oligosaccharide donor to an asparagine residue within an Asn-X-Ser/Thr consensus motif in nascent polypeptide chains. N-glycosylation occurs cotranslationally and the complex associates with the Sec61 complex at the channel-forming translocon complex that mediates protein translocation across the endoplasmic reticulum (ER). STT3B is present in a small subset of OST complexes and mediates both cotranslational and post-translational N-glycosylation of target proteins: STT3B-containing complexes are required for efficient cotranslational glycosylation and while they are less competent than STT3A-containing complexes for cotranslational glycosylation, they have the ability to mediate glycosylation of some nascent sites that are not accessible for STT3A. STT3B-containing complexes also act post-translationally and mediate modification of skipped glycosylation sites in unfolded proteins. Plays a role in ER-associated degradation (ERAD) pathway that mediates ubiquitin-dependent degradation of misfolded endoplasmic reticulum proteins by mediating N-glycosylation of unfolded proteins, which are then recognized by the ERAD pathway and targeted for degradation. Mediates glycosylation of the disease variant AMYL-TTR 'Asp-38' of TTR at 'Asn-118', leading to its degradation.
Gene Name:: STT3B
Uniprot ID:: Q8TCJ2
Molecular weight:: 93673.495

Enzyme Details

10. 60 kDa lysophospholipase

General function:: Involved in asparaginase activity
Specific function:: Exhibits lysophospholipase, transacylase, PAF acetylhydrolase and asparaginase activities.
Gene Name:: ASPG
Uniprot ID:: Q86U10
Molecular weight:: 60882.4

Reactions

L-Asparagine + Water → L-Aspartic acid + Ammonia	details

Transporters

Enzyme Details

1. Neutral amino acid transporter B(0)

General function:: Involved in sodium:dicarboxylate symporter activity
Specific function:: Has a broad substrate specificity, a preference for zwitterionic amino acids, and a sodium-dependence. It accepts as substrates all neutral amino acids, including glutamine, asparagine, and branched-chain and aromatic amino acids, and excludes methylated amino acids, anionic amino acids, and cationic amino acids. Act as a cell surface receptor for feline endogenous virus RD114, baboon M7 endogenous virus and type D simian retroviruses
Gene Name:: SLC1A5
Uniprot ID:: Q15758
Molecular weight:: 56597.6

Enzyme Details

2. Sodium-coupled neutral amino acid transporter 3

General function:: Amino acid transport and metabolism
Specific function:: Sodium-dependent amino acid/proton antiporter. Mediates electrogenic cotransport of glutamine and sodium ions in exchange for protons. Also recognizes histidine, asparagine and alanine. May mediate amino acid transport in either direction under physiological conditions. May play a role in nitrogen metabolism and synaptic transmission
Gene Name:: SLC38A3
Uniprot ID:: Q99624
Molecular weight:: 55772.4

Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Showing metabocard for L-Asparagine (HMDB0000168)

MOL for HMDB0000168 (L-Asparagine)

3D MOL for HMDB0000168 (L-Asparagine)

3D SDF for HMDB0000168 (L-Asparagine)

3D-SDF for HMDB0000168 (L-Asparagine)

PDB for HMDB0000168 (L-Asparagine)

3D PDB for HMDB0000168 (L-Asparagine)

SMILES for HMDB0000168 (L-Asparagine)

INCHI for HMDB0000168 (L-Asparagine)

Structure for HMDB0000168 (L-Asparagine)

3D Structure for HMDB0000168 (L-Asparagine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Transporters