Hmdb loader
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-09-22 18:34:13 UTC
HMDB IDHMDB0000594
Secondary Accession Numbers
  • HMDB0029562
  • HMDB00594
  • HMDB29562
Metabolite Identification
Common Namegamma-Glutamylphenylalanine
Descriptiongamma-Glutamylphenylalanine is a dipeptide composed of gamma-glutamate and phenylalanine, and is a proteolytic breakdown product of larger proteins. It is probably formed by transpeptidation between glutathione and the corresponding amino acid, catalyzed by gamma-glutamyl transpeptidase (PMID: 237763 ). gamma-Glutamylphenylalanine 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-Glutamylphenylalanine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. It can be detected in the urine of patients with phenylketonuria, which is a human genetic disorder due to the lack of phenylalanine hydroxylase to metabolize phenylalanine to tyrosine (Wikipedia). gamma-Glutamylphenylalanine is found in adzuki bean, onion (Allium cepa), garlic (Allium sativum), and soybean.
Structure
Data?1582752142
Synonyms
ValueSource
(2S)-2-Amino-4-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}butanoic acidChEBI
L-gamma-Glu-L-pheChEBI
L-gamma-Glutamyl-L-phenylalanineChEBI
N-(gamma-L-Glutamyl)phenylalanineChEBI
N-L-gamma-Glutamyl-3-phenyl-L-alanineChEBI
N-L-gamma-Glutamyl-L-phenylalanineChEBI
(2S)-2-Amino-4-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}butanoateGenerator
L-g-Glu-L-pheGenerator
L-Γ-glu-L-pheGenerator
L-g-Glutamyl-L-phenylalanineGenerator
L-Γ-glutamyl-L-phenylalanineGenerator
N-(g-L-Glutamyl)phenylalanineGenerator
N-(Γ-L-glutamyl)phenylalanineGenerator
N-L-g-Glutamyl-3-phenyl-L-alanineGenerator
N-L-Γ-glutamyl-3-phenyl-L-alanineGenerator
N-L-g-Glutamyl-L-phenylalanineGenerator
N-L-Γ-glutamyl-L-phenylalanineGenerator
g-GlutamylphenylalanineGenerator
Γ-glutamylphenylalanineGenerator
gamma-Glu-pheMeSH
γ-Glu-PheHMDB, Generator
γ-L-Glu-L-PheHMDB
γ-L-Glutamyl-L-phenylalanineHMDB
N-γ-GlutamylphenylalanineHMDB
N-L-γ-GlutamylphenylalanineHMDB
gamma-L-Glu-L-PheHMDB
gamma-L-Glutamyl-L-phenylalanineHMDB
N-gamma-GlutamylphenylalanineHMDB
N-L-gamma-GlutamylphenylalanineHMDB
H-γ-Glu-Phe-OHHMDB
H-gamma-Glu-Phe-OHHMDB
gamma-GlutamylphenylalanineHMDB, ChEBI
N-gamma-L-Glutamyl-L-phenylalanineHMDB
N-γ-L-Glutamyl-L-phenylalanineHMDB
g-Glu-PheGenerator, HMDB
Chemical FormulaC14H18N2O5
Average Molecular Weight294.3031
Monoisotopic Molecular Weight294.121571696
IUPAC Name(2S)-2-amino-4-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}butanoic acid
Traditional Namegamma-glutamylphenylalanine
CAS Registry Number7432-24-8
SMILES
N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C14H18N2O5/c15-10(13(18)19)6-7-12(17)16-11(14(20)21)8-9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H,16,17)(H,18,19)(H,20,21)/t10-,11-/m0/s1
InChI KeyXHHOHZPNYFQJKL-QWRGUYRKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPhenylalanine and derivatives
Alternative Parents
Substituents
  • Phenylalanine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • 3-phenylpropanoic-acid
  • Alpha-amino acid
  • Amphetamine or derivatives
  • L-alpha-amino acid
  • Monocyclic benzene moiety
  • Benzenoid
  • Dicarboxylic acid or derivatives
  • Amino acid
  • Carboximidic acid
  • Carboximidic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid
  • Organic nitrogen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.61 g/LALOGPS
logP-2.2ALOGPS
logP-2.1ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)1.82ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.72 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity73.2 m³·mol⁻¹ChemAxon
Polarizability29.7 ųChemAxon
Number of Rings1ChemAxon
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]+167.95831661259
DarkChem[M-H]-165.32831661259
AllCCS[M+H]+166.82432859911
AllCCS[M-H]-167.65132859911
DeepCCS[M+H]+166.32530932474
DeepCCS[M-H]-163.96730932474
DeepCCS[M-2H]-197.37330932474
DeepCCS[M+Na]+172.630932474
AllCCS[M+H]+166.832859911
AllCCS[M+H-H2O]+163.832859911
AllCCS[M+NH4]+169.732859911
AllCCS[M+Na]+170.532859911
AllCCS[M-H]-167.732859911
AllCCS[M+Na-2H]-167.932859911
AllCCS[M+HCOO]-168.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
gamma-GlutamylphenylalanineN[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O)C(O)=O3911.4Standard polar33892256
gamma-GlutamylphenylalanineN[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O)C(O)=O2430.4Standard non polar33892256
gamma-GlutamylphenylalanineN[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O)C(O)=O2867.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
gamma-Glutamylphenylalanine,1TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@H](N)C(=O)O2607.3Semi standard non polar33892256
gamma-Glutamylphenylalanine,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O2598.1Semi standard non polar33892256
gamma-Glutamylphenylalanine,1TMS,isomer #3C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)C(=O)O2678.3Semi standard non polar33892256
gamma-Glutamylphenylalanine,1TMS,isomer #4C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CC1=CC=CC=C1)C(=O)O2609.4Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C2547.4Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)O2648.3Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C2551.5Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TMS,isomer #4C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)C(=O)O[Si](C)(C)C2643.2Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TMS,isomer #5C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C2553.3Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TMS,isomer #6C[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)C(=O)O)[Si](C)(C)C2754.5Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TMS,isomer #7C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)C(=O)O2624.7Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2590.9Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2594.7Standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C3193.1Standard polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C2499.4Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C2564.2Standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C3558.6Standard polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2727.4Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2684.4Standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3323.9Standard polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O2593.5Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O2609.4Standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O3325.7Standard polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2747.7Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2648.8Standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3354.0Standard polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #6C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C2581.1Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #6C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C2637.7Standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #6C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C3288.6Standard polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #7C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O2668.4Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #7C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O2722.0Standard non polar33892256
gamma-Glutamylphenylalanine,3TMS,isomer #7C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O3440.7Standard polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2728.7Semi standard non polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2687.2Standard non polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3055.2Standard polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #2C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2557.4Semi standard non polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #2C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2642.7Standard non polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #2C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C3013.5Standard polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2677.5Semi standard non polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2738.6Standard non polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C3160.8Standard polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2703.7Semi standard non polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2733.3Standard non polar33892256
gamma-Glutamylphenylalanine,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3157.0Standard polar33892256
gamma-Glutamylphenylalanine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C2751.5Semi standard non polar33892256
gamma-Glutamylphenylalanine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C2750.9Standard non polar33892256
gamma-Glutamylphenylalanine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C2934.0Standard polar33892256
gamma-Glutamylphenylalanine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@H](N)C(=O)O2873.1Semi standard non polar33892256
gamma-Glutamylphenylalanine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O2854.0Semi standard non polar33892256
gamma-Glutamylphenylalanine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)C(=O)O2891.6Semi standard non polar33892256
gamma-Glutamylphenylalanine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CC1=CC=CC=C1)C(=O)O2850.9Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C3049.6Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O3091.0Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C3048.6Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C3098.5Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C3052.3Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C3212.2Semi standard non polar33892256
gamma-Glutamylphenylalanine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O3091.1Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3263.8Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3140.7Standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3448.0Standard polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3229.1Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3129.1Standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3694.7Standard polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3435.7Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3194.7Standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3504.4Standard polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3283.0Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3139.6Standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3540.7Standard polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3455.0Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3171.6Standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3526.6Standard polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3280.2Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3144.5Standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3513.1Standard polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #7CC(C)(C)[Si](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)[C@@H](CC1=CC=CC=C1)C(=O)O3409.3Semi standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #7CC(C)(C)[Si](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)[C@@H](CC1=CC=CC=C1)C(=O)O3207.1Standard non polar33892256
gamma-Glutamylphenylalanine,3TBDMS,isomer #7CC(C)(C)[Si](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)[C@@H](CC1=CC=CC=C1)C(=O)O3584.2Standard polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3624.8Semi standard non polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3353.8Standard non polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3361.0Standard polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3431.7Semi standard non polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3308.1Standard non polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3371.5Standard polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3607.8Semi standard non polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3381.8Standard non polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3430.4Standard polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3620.8Semi standard non polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3373.9Standard non polar33892256
gamma-Glutamylphenylalanine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3426.1Standard polar33892256
gamma-Glutamylphenylalanine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3777.8Semi standard non polar33892256
gamma-Glutamylphenylalanine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3528.4Standard non polar33892256
gamma-Glutamylphenylalanine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)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)C3339.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9350000000-cee136a59eda9bbc48b12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (2 TMS) - 70eV, Positivesplash10-00fu-9633100000-04cb3c5e9af1918fedf02017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamylphenylalanine GC-MS (TBDMS_2_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - gamma-Glutamylphenylalanine LC-ESI-IT , positive-QTOFsplash10-014i-0900000000-3c15b0ec8b0aa7b4f5622017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 10V, Positive-QTOFsplash10-01ot-1490000000-8a194f7de818cb11e47b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 20V, Positive-QTOFsplash10-03xs-2960000000-8471d66cf80c273476e92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 40V, Positive-QTOFsplash10-0006-9200000000-cee53e3b344fef2f519e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 10V, Negative-QTOFsplash10-0006-0290000000-f75848c2ae5c1246f8d82016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 20V, Negative-QTOFsplash10-0035-1790000000-fd452e6dee821306584b2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 40V, Negative-QTOFsplash10-02fx-9500000000-9ba84b5fd475503d8cd72016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 10V, Negative-QTOFsplash10-01tc-0980000000-3d8a781a1b7c5419cc5c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 20V, Negative-QTOFsplash10-0imm-2930000000-ee52208f821d132b59a12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 40V, Negative-QTOFsplash10-006x-9800000000-49bcc3238b9451889ddf2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 10V, Positive-QTOFsplash10-0002-1790000000-683c9d45013f9557d41c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 20V, Positive-QTOFsplash10-00di-2910000000-d284cbb0231807781a102021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamylphenylalanine 40V, Positive-QTOFsplash10-0ac0-9400000000-939d577cffe7458ad4222021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Kidney
  • 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
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
UrineDetected and Quantified43.00 (8.00-78.00) umol/mmol creatinineNewborn (0-30 days old)BothPhenylketonuria details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. 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 ]
  3. 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 ]
Phenylketonuria
  1. Peck H, Pollitt RJ: The occurrence of gamma-glutamylphenylalanine in the urine of newborn phenylketonurics. Clin Chim Acta. 1979 Jun 15;94(3):237-40. [PubMed:466810 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB112161
KNApSAcK IDNot Available
Chemspider ID99868
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound111299
PDB IDNot Available
ChEBI ID89582
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceBodnaryk, Robert P. Preparative-scale enzymic synthesis of g-L-glutamyl-L-phenylalanine. Insect Biochemistry (1972), 2(1), 49-52.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Peck H, Pollitt RJ: The occurrence of gamma-glutamylphenylalanine in the urine of newborn phenylketonurics. Clin Chim Acta. 1979 Jun 15;94(3):237-40. [PubMed:466810 ]
  2. Bridges RJ, Meister A: gamma-Glutamyl amino acids. Transport and conversion to 5-oxoproline in the kidney. J Biol Chem. 1985 Jun 25;260(12):7304-8. [PubMed:3997870 ]
  3. Orlowski M, Wilk S: Intermediates of the gamma-glutamyl cycle in mouse tissues. Influence of administration of amino acids on pyrrolidone carboxylate and gamma-glutamyl amino acids. Eur J Biochem. 1975 May 6;53(2):581-90. [PubMed:237763 ]
  4. Kamerling JP, Aarsen GJ, Duran M, de Bree PK, van Sprang FJ, Wadman SK: Chromatographic determination and mass spectrometric identification of gamma-glutamylphenylalanine, a urinary constituent in phenylketonuria. Clin Chim Acta. 1980 Mar 28;102(2-3):137-45. [PubMed:7371187 ]
  5. Lawson LD, Gardner CD: Composition, stability, and bioavailability of garlic products used in a clinical trial. J Agric Food Chem. 2005 Aug 10;53(16):6254-61. [PubMed:16076102 ]
  6. Jandke J, Spiteller G: Dipeptide analysis in human urine. J Chromatogr. 1986 Oct 31;382:39-45. [PubMed:3782411 ]
  7. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  8. 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 ]
  9. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .