Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2007-05-22 19:18:26 UTC
Update Date2021-09-14 15:41:42 UTC
HMDB IDHMDB0006248
Secondary Accession Numbers
  • HMDB0029142
  • HMDB0061369
  • HMDB06248
  • HMDB29142
  • HMDB61369
Metabolite Identification
Common Namegamma-Glutamylalanine
Descriptiongamma-Glutamylalanine is a dipeptide composed of gamma-glutamate and alanine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylalanine is a natural substrate of the enzyme (5-L-glutamyl)-L-amino acid 5-glutamyltransferase (cyclizing) (g-glutamylcyclotransferase, EC 2.3.2.2) in the glutathione metabolism pathway, which cleaves gamma-glutamylalanine to produce L-5-oxoproline. gamma-Glutamylcyclotransferase is widely distributed in both human and animal tissues where it catalyzes the scission of the y-peptide bonds of many different gamma-glutamyl-amino acids and gamma-glutamyl-gamma-glutamyl-amino acids. The latter are 'better' substrates of the enzyme than the corresponding gamma-glutamyl-amino acids (PMID: 2570694 , 2893631 ).
Structure
Data?1582752377
Synonyms
ValueSource
5-L-Glutamyl-L-alanineChEBI
gamma-L-Glutamyl-L-alanineChEBI
L-gamma-Glu-L-alaChEBI
N-L-gamma-Glutamyl-L-alanineChEBI
g-L-Glutamyl-L-alanineGenerator
Γ-L-glutamyl-L-alanineGenerator
L-g-Glu-L-alaGenerator
L-Γ-glu-L-alaGenerator
N-L-g-Glutamyl-L-alanineGenerator
N-L-Γ-glutamyl-L-alanineGenerator
g-GlutamylalanineGenerator
Γ-glutamylalanineGenerator
γ-Glu-AlaHMDB
γ-L-Glu-L-AlaHMDB
L-γ-Glutamyl-L-alanineHMDB
N-γ-GlutamylalanineHMDB
N-L-γ-GlutamylalanineHMDB
gamma-Glu-AlaHMDB
gamma-L-Glu-L-AlaHMDB
L-gamma-Glutamyl-L-alanineHMDB
N-gamma-GlutamylalanineHMDB
N-L-gamma-GlutamylalanineHMDB
gamma-GlutamylalanineHMDB, ChEBI
5-L-GlutamylalanineHMDB
g-Glu-AlaHMDB
N-γ-L-Glutamyl-L-alanineHMDB
N-gamma-L-Glutamyl-L-alanineHMDB
Chemical FormulaC8H14N2O5
Average Molecular Weight218.2072
Monoisotopic Molecular Weight218.090271568
IUPAC Name(2S)-2-amino-4-{[(1S)-1-carboxyethyl]carbamoyl}butanoic acid
Traditional Nameg-glu-ala
CAS Registry Number5875-41-2
SMILES
C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C8H14N2O5/c1-4(7(12)13)10-6(11)3-2-5(9)8(14)15/h4-5H,2-3,9H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1
InChI KeyWQXXXVRAFAKQJM-WHFBIAKZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Gamma-glutamyl alpha-amino acid
  • Glutamine or derivatives
  • N-acyl-l-alpha-amino acid
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alanine or derivatives
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Fatty acid
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Amine
  • Primary amine
  • Organonitrogen compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available140.249http://allccs.zhulab.cn/database/detail?ID=AllCCS00000066
[M+H]+Not Available149.722http://allccs.zhulab.cn/database/detail?ID=AllCCS00000066
Predicted Molecular Properties
PropertyValueSource
Water Solubility12.9 g/LALOGPS
logP-3.4ALOGPS
logP-3.8ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.93ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.72 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity48.59 m³·mol⁻¹ChemAxon
Polarizability20.94 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+151.14731661259
DarkChem[M-H]-147.39431661259
DeepCCS[M+H]+149.39630932474
DeepCCS[M-H]-147.00130932474
DeepCCS[M-2H]-180.10230932474
DeepCCS[M+Na]+155.3730932474
AllCCS[M+H]+149.132859911
AllCCS[M+H-H2O]+145.732859911
AllCCS[M+NH4]+152.332859911
AllCCS[M+Na]+153.232859911
AllCCS[M-H]-146.332859911
AllCCS[M+Na-2H]-147.232859911
AllCCS[M+HCOO]-148.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
gamma-GlutamylalanineC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O2993.6Standard polar33892256
gamma-GlutamylalanineC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O1740.8Standard non polar33892256
gamma-GlutamylalanineC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O2234.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
gamma-Glutamylalanine,1TMS,isomer #1C[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O1962.8Semi standard non polar33892256
gamma-Glutamylalanine,1TMS,isomer #2C[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C1992.2Semi standard non polar33892256
gamma-Glutamylalanine,1TMS,isomer #3C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O2031.0Semi standard non polar33892256
gamma-Glutamylalanine,1TMS,isomer #4C[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C2035.9Semi standard non polar33892256
gamma-Glutamylalanine,2TMS,isomer #1C[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1996.1Semi standard non polar33892256
gamma-Glutamylalanine,2TMS,isomer #2C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O2061.3Semi standard non polar33892256
gamma-Glutamylalanine,2TMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2009.5Semi standard non polar33892256
gamma-Glutamylalanine,2TMS,isomer #4C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C2075.7Semi standard non polar33892256
gamma-Glutamylalanine,2TMS,isomer #5C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C2027.0Semi standard non polar33892256
gamma-Glutamylalanine,2TMS,isomer #6C[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2086.6Semi standard non polar33892256
gamma-Glutamylalanine,2TMS,isomer #7C[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2167.2Semi standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #1C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2107.2Semi standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #1C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2088.1Standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #1C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2564.1Standard polar33892256
gamma-Glutamylalanine,3TMS,isomer #2C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2038.6Semi standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #2C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2091.7Standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #2C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2953.7Standard polar33892256
gamma-Glutamylalanine,3TMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2077.2Semi standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2119.4Standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2677.5Standard polar33892256
gamma-Glutamylalanine,3TMS,isomer #4C[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2205.0Semi standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #4C[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2112.0Standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #4C[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2825.9Standard polar33892256
gamma-Glutamylalanine,3TMS,isomer #5C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2091.7Semi standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #5C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2098.4Standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #5C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2658.2Standard polar33892256
gamma-Glutamylalanine,3TMS,isomer #6C[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2216.8Semi standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #6C[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2153.2Standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #6C[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2701.4Standard polar33892256
gamma-Glutamylalanine,3TMS,isomer #7C[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2187.6Semi standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #7C[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2168.7Standard non polar33892256
gamma-Glutamylalanine,3TMS,isomer #7C[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2821.9Standard polar33892256
gamma-Glutamylalanine,4TMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2096.4Semi standard non polar33892256
gamma-Glutamylalanine,4TMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2153.1Standard non polar33892256
gamma-Glutamylalanine,4TMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2289.3Standard polar33892256
gamma-Glutamylalanine,4TMS,isomer #2C[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2252.5Semi standard non polar33892256
gamma-Glutamylalanine,4TMS,isomer #2C[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2182.5Standard non polar33892256
gamma-Glutamylalanine,4TMS,isomer #2C[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2411.4Standard polar33892256
gamma-Glutamylalanine,4TMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2226.0Semi standard non polar33892256
gamma-Glutamylalanine,4TMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2228.0Standard non polar33892256
gamma-Glutamylalanine,4TMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2546.1Standard polar33892256
gamma-Glutamylalanine,4TMS,isomer #4C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2218.0Semi standard non polar33892256
gamma-Glutamylalanine,4TMS,isomer #4C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2244.2Standard non polar33892256
gamma-Glutamylalanine,4TMS,isomer #4C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2452.6Standard polar33892256
gamma-Glutamylalanine,5TMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2270.2Semi standard non polar33892256
gamma-Glutamylalanine,5TMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2256.3Standard non polar33892256
gamma-Glutamylalanine,5TMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2233.1Standard polar33892256
gamma-Glutamylalanine,1TBDMS,isomer #1C[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2230.4Semi standard non polar33892256
gamma-Glutamylalanine,1TBDMS,isomer #2C[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2248.9Semi standard non polar33892256
gamma-Glutamylalanine,1TBDMS,isomer #3C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O2288.8Semi standard non polar33892256
gamma-Glutamylalanine,1TBDMS,isomer #4C[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C2270.1Semi standard non polar33892256
gamma-Glutamylalanine,2TBDMS,isomer #1C[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2469.9Semi standard non polar33892256
gamma-Glutamylalanine,2TBDMS,isomer #2C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2529.5Semi standard non polar33892256
gamma-Glutamylalanine,2TBDMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2483.0Semi standard non polar33892256
gamma-Glutamylalanine,2TBDMS,isomer #4C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2537.5Semi standard non polar33892256
gamma-Glutamylalanine,2TBDMS,isomer #5C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C2479.8Semi standard non polar33892256
gamma-Glutamylalanine,2TBDMS,isomer #6C[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2533.1Semi standard non polar33892256
gamma-Glutamylalanine,2TBDMS,isomer #7C[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2616.8Semi standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #1C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2755.8Semi standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #1C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2651.6Standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #1C[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2817.5Standard polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #2C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2686.9Semi standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #2C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2683.1Standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #2C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3056.2Standard polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2756.4Semi standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2654.5Standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2891.7Standard polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #4C[C@H](NC(=O)CC[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)C(=O)O2894.6Semi standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #4C[C@H](NC(=O)CC[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)C(=O)O2672.9Standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #4C[C@H](NC(=O)CC[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)C(=O)O2958.6Standard polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #5C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2770.0Semi standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #5C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2660.3Standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #5C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2877.6Standard polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #6C[C@H](NC(=O)CC[C@@H](C(=O)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)C2886.8Semi standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #6C[C@H](NC(=O)CC[C@@H](C(=O)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)C2689.2Standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #6C[C@H](NC(=O)CC[C@@H](C(=O)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)C2879.3Standard polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #7C[C@@H](C(=O)O)N(C(=O)CC[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)C2871.9Semi standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #7C[C@@H](C(=O)O)N(C(=O)CC[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)C2702.4Standard non polar33892256
gamma-Glutamylalanine,3TBDMS,isomer #7C[C@@H](C(=O)O)N(C(=O)CC[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)C2964.2Standard polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2951.3Semi standard non polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2859.6Standard non polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2767.3Standard polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #2C[C@H](NC(=O)CC[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)C(=O)O[Si](C)(C)C(C)(C)C3109.2Semi standard non polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #2C[C@H](NC(=O)CC[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)C(=O)O[Si](C)(C)C(C)(C)C2893.3Standard non polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #2C[C@H](NC(=O)CC[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)C(=O)O[Si](C)(C)C(C)(C)C2785.1Standard polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[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)[Si](C)(C)C(C)(C)C3112.3Semi standard non polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[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)[Si](C)(C)C(C)(C)C2918.2Standard non polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #3C[C@@H](C(=O)O)N(C(=O)CC[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)[Si](C)(C)C(C)(C)C2871.1Standard polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #4C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[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)C3106.0Semi standard non polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #4C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[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)C2923.0Standard non polar33892256
gamma-Glutamylalanine,4TBDMS,isomer #4C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[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)C2813.4Standard polar33892256
gamma-Glutamylalanine,5TBDMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[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)[Si](C)(C)C(C)(C)C3315.9Semi standard non polar33892256
gamma-Glutamylalanine,5TBDMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[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)[Si](C)(C)C(C)(C)C3099.9Standard non polar33892256
gamma-Glutamylalanine,5TBDMS,isomer #1C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[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)[Si](C)(C)C(C)(C)C2780.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylalanine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00al-9710000000-e2845b73a5e7cd81881f2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylalanine GC-MS (2 TMS) - 70eV, Positivesplash10-00dj-9332000000-f7980440d2535885b7ab2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylalanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylalanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 10V, Positive-QTOFsplash10-00xr-2940000000-948d6e9385d8023289372016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 20V, Positive-QTOFsplash10-05br-6900000000-5f1480e854581ee716782016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 40V, Positive-QTOFsplash10-0a4r-9200000000-58a633696455e707016d2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 10V, Negative-QTOFsplash10-014i-0690000000-92c8a111979eb46fa59f2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 20V, Negative-QTOFsplash10-06dj-2930000000-1156c919eda2b8e49fae2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 40V, Negative-QTOFsplash10-0076-9200000000-737e76bca1d968721a2a2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 10V, Positive-QTOFsplash10-000x-9330000000-8674f1f30751437e8bf92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 20V, Positive-QTOFsplash10-001i-9300000000-a9c7516230cc6b7166c12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 40V, Positive-QTOFsplash10-053u-9100000000-bb369086fe31b624af6c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 10V, Negative-QTOFsplash10-056r-1900000000-491b535e4d4e3214438c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 20V, Negative-QTOFsplash10-000i-9100000000-51f9fd3eeccf33a98c1c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylalanine 40V, Negative-QTOFsplash10-000f-9000000000-d6a5f92f606e802c70be2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Feces
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023860
KNApSAcK IDC00055691
Chemspider ID389104
KEGG Compound IDC03740
BioCyc IDNot Available
BiGG ID1446127
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440103
PDB IDNot Available
ChEBI ID50619
Food Biomarker OntologyNot Available
VMH IDGLUALA
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. York MJ, Crossley MJ, Hyslop SJ, Fisher ML, Kuchel PW: gamma-Glutamylcyclotransferase: inhibition by D-beta-aminoglutaryl-L-alanine and analysis of the solvent kinetic isotope effect. Eur J Biochem. 1989 Sep 1;184(1):97-101. [PubMed:2570694 ]
  2. Takahashi T, Kondo T, Ohno H, Minato S, Ohshima T, Mikuni S, Soda K, Taniguchi N: A spectrophotometric method for the determination of gamma-glutamyl cyclotransferase with alanine dehydrogenase in the presence of anthglutin. Biochem Med Metab Biol. 1987 Dec;38(3):311-6. [PubMed:2893631 ]
  3. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]