Hmdb loader
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:14:30 UTC
HMDB IDHMDB0000078
Secondary Accession Numbers
  • HMDB00078
  • HMDB0028775
  • HMDB28775
Metabolite Identification
Common NameCysteinylglycine
DescriptionCysteinylglycine is a naturally occurring dipeptide composed of cysteine and glycine. It is derived from the breakdown of glutathione (a tripeptide). In plasma, cysteinylglycine is in a reduced, oxidized, and protein-bound form (aminothiol) and interacts via redox and disulphide exchange reactions in a dynamic system referred to as redox thiol status (PMID: 8642471 ). Spermatozoa of sub-fertile men contain significantly higher thiol concentrations as compared with those of fertile men. The detrimental effect on embryo quality of a high homocysteine (Hcy) concentration in the ejaculate and in the follicular fluid is intriguing and may suggest that Hcy is inversely associated with fertility outcome (PMID: 16556671 ). Rheumatoid arthritis (RA) is a chronic inflammatory disease which involves the synovial membrane of multiple diarthroidal joints causing damage to cartilage and bones. The damage process seems to be related to an overproduction of oxygen reactive species inducing an oxidative perturbation with an increase in some oxidized forms (disulfides and protein mixed disulfides) and a decrease in free thiols (PMID: 15895891 ). Imipenem (thienamycin formamidine) is a broad-spectrum beta-lactam antibiotic, always used in combination with cilastatin in order to avoid the premature breakdown of imipenem by renal tubular dipeptidase. As this dipeptidase also hydrolyzes the glutathione metabolite cysteinylglycine, the therapeutic association of imipenem and cilastatin causes plasma levels of cysteinylglycine to increase significantly, while cysteine levels are decreased and homocysteine levels are unaffected. Therefore, antibiotic treatment using imipenem-cilastatin induces important metabolic changes that should not remain unrecognized (PMID: 15843241 ).
Structure
Data?1676999670
Synonyms
ValueSource
CGChEBI
Cys-glyChEBI
N-L-CysteinylglycineChEBI
L-CysteinylglycineKegg
N-Cysteinyl glycineHMDB
N-Cysteinyl-glycineHMDB
N-L-Cysteinyl-glycineHMDB
Cysteinyl-glycineHMDB
C-g DipeptideHMDB
CG DipeptideHMDB
Cysteine glycine dipeptideHMDB
Cysteine-glycine dipeptideHMDB
L-Cys-glyHMDB
N-CysteinylglycineHMDB
CysteinylglycineChEBI
Chemical FormulaC5H10N2O3S
Average Molecular Weight178.21
Monoisotopic Molecular Weight178.041212886
IUPAC Name2-[(2R)-2-amino-3-sulfanylpropanamido]acetic acid
Traditional NameCys-Gly
CAS Registry Number19246-18-5
SMILES
N[C@@H](CS)C(=O)NCC(O)=O
InChI Identifier
InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)/t3-/m0/s1
InChI KeyZUKPVRWZDMRIEO-VKHMYHEASA-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
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • Alpha-amino acid or derivatives
  • Amino acid or derivatives
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Alkylthiol
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organosulfur compound
  • Primary aliphatic amine
  • Primary amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
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]-MetCCS_train_neg131.77430932474
[M-H]-Not Available131.774http://allccs.zhulab.cn/database/detail?ID=AllCCS00000005
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.25 g/LALOGPS
logP-2.6ALOGPS
logP-3.9ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)3.6ChemAxon
pKa (Strongest Basic)8.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity41.03 m³·mol⁻¹ChemAxon
Polarizability16.97 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]+138.53931661259
DarkChem[M-H]-132.35631661259
AllCCS[M+H]+139.12332859911
AllCCS[M-H]-135.6632859911
DeepCCS[M+H]+136.63730932474
DeepCCS[M-H]-133.1130932474
DeepCCS[M-2H]-170.57230932474
DeepCCS[M+Na]+146.11130932474
AllCCS[M+H]+139.132859911
AllCCS[M+H-H2O]+135.432859911
AllCCS[M+NH4]+142.632859911
AllCCS[M+Na]+143.632859911
AllCCS[M-H]-135.732859911
AllCCS[M+Na-2H]-137.732859911
AllCCS[M+HCOO]-140.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CysteinylglycineN[C@@H](CS)C(=O)NCC(O)=O2778.4Standard polar33892256
CysteinylglycineN[C@@H](CS)C(=O)NCC(O)=O1604.8Standard non polar33892256
CysteinylglycineN[C@@H](CS)C(=O)NCC(O)=O2035.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cysteinylglycine,1TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CS1830.5Semi standard non polar33892256
Cysteinylglycine,1TMS,isomer #2C[Si](C)(C)SC[C@H](N)C(=O)NCC(=O)O1900.0Semi standard non polar33892256
Cysteinylglycine,1TMS,isomer #3C[Si](C)(C)N[C@@H](CS)C(=O)NCC(=O)O1841.7Semi standard non polar33892256
Cysteinylglycine,1TMS,isomer #4C[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CS1828.5Semi standard non polar33892256
Cysteinylglycine,2TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CS[Si](C)(C)C1972.1Semi standard non polar33892256
Cysteinylglycine,2TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CS[Si](C)(C)C1895.4Standard non polar33892256
Cysteinylglycine,2TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CS[Si](C)(C)C3225.3Standard polar33892256
Cysteinylglycine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CS)C(=O)NCC(=O)O[Si](C)(C)C1917.4Semi standard non polar33892256
Cysteinylglycine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CS)C(=O)NCC(=O)O[Si](C)(C)C1805.8Standard non polar33892256
Cysteinylglycine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CS)C(=O)NCC(=O)O[Si](C)(C)C2440.2Standard polar33892256
Cysteinylglycine,2TMS,isomer #3C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS)[Si](C)(C)C1807.6Semi standard non polar33892256
Cysteinylglycine,2TMS,isomer #3C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS)[Si](C)(C)C1732.1Standard non polar33892256
Cysteinylglycine,2TMS,isomer #3C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS)[Si](C)(C)C2749.2Standard polar33892256
Cysteinylglycine,2TMS,isomer #4C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)NCC(=O)O1965.5Semi standard non polar33892256
Cysteinylglycine,2TMS,isomer #4C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)NCC(=O)O1930.5Standard non polar33892256
Cysteinylglycine,2TMS,isomer #4C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)NCC(=O)O2897.7Standard polar33892256
Cysteinylglycine,2TMS,isomer #5C[Si](C)(C)SC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C1927.6Semi standard non polar33892256
Cysteinylglycine,2TMS,isomer #5C[Si](C)(C)SC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C1967.0Standard non polar33892256
Cysteinylglycine,2TMS,isomer #5C[Si](C)(C)SC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C2922.2Standard polar33892256
Cysteinylglycine,2TMS,isomer #6C[Si](C)(C)N([C@@H](CS)C(=O)NCC(=O)O)[Si](C)(C)C1995.5Semi standard non polar33892256
Cysteinylglycine,2TMS,isomer #6C[Si](C)(C)N([C@@H](CS)C(=O)NCC(=O)O)[Si](C)(C)C1850.8Standard non polar33892256
Cysteinylglycine,2TMS,isomer #6C[Si](C)(C)N([C@@H](CS)C(=O)NCC(=O)O)[Si](C)(C)C2636.0Standard polar33892256
Cysteinylglycine,2TMS,isomer #7C[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O)[Si](C)(C)C1906.1Semi standard non polar33892256
Cysteinylglycine,2TMS,isomer #7C[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O)[Si](C)(C)C1784.4Standard non polar33892256
Cysteinylglycine,2TMS,isomer #7C[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O)[Si](C)(C)C2461.6Standard polar33892256
Cysteinylglycine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C2013.7Semi standard non polar33892256
Cysteinylglycine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C2011.9Standard non polar33892256
Cysteinylglycine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C2535.2Standard polar33892256
Cysteinylglycine,3TMS,isomer #2C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS[Si](C)(C)C)[Si](C)(C)C1945.7Semi standard non polar33892256
Cysteinylglycine,3TMS,isomer #2C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS[Si](C)(C)C)[Si](C)(C)C2020.3Standard non polar33892256
Cysteinylglycine,3TMS,isomer #2C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS[Si](C)(C)C)[Si](C)(C)C2737.4Standard polar33892256
Cysteinylglycine,3TMS,isomer #3C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C2043.2Semi standard non polar33892256
Cysteinylglycine,3TMS,isomer #3C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C2006.3Standard non polar33892256
Cysteinylglycine,3TMS,isomer #3C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C2330.6Standard polar33892256
Cysteinylglycine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1898.6Semi standard non polar33892256
Cysteinylglycine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1895.9Standard non polar33892256
Cysteinylglycine,3TMS,isomer #4C[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2297.6Standard polar33892256
Cysteinylglycine,3TMS,isomer #5C[Si](C)(C)SC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C2108.0Semi standard non polar33892256
Cysteinylglycine,3TMS,isomer #5C[Si](C)(C)SC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C2061.4Standard non polar33892256
Cysteinylglycine,3TMS,isomer #5C[Si](C)(C)SC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C2608.2Standard polar33892256
Cysteinylglycine,3TMS,isomer #6C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C1993.4Semi standard non polar33892256
Cysteinylglycine,3TMS,isomer #6C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C2050.4Standard non polar33892256
Cysteinylglycine,3TMS,isomer #6C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C2462.8Standard polar33892256
Cysteinylglycine,3TMS,isomer #7C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C2018.3Semi standard non polar33892256
Cysteinylglycine,3TMS,isomer #7C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C1982.3Standard non polar33892256
Cysteinylglycine,3TMS,isomer #7C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C2361.9Standard polar33892256
Cysteinylglycine,4TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2097.6Semi standard non polar33892256
Cysteinylglycine,4TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2143.9Standard non polar33892256
Cysteinylglycine,4TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2312.8Standard polar33892256
Cysteinylglycine,4TMS,isomer #2C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2007.1Semi standard non polar33892256
Cysteinylglycine,4TMS,isomer #2C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2073.2Standard non polar33892256
Cysteinylglycine,4TMS,isomer #2C[Si](C)(C)N[C@@H](CS[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2243.0Standard polar33892256
Cysteinylglycine,4TMS,isomer #3C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2033.3Semi standard non polar33892256
Cysteinylglycine,4TMS,isomer #3C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2085.1Standard non polar33892256
Cysteinylglycine,4TMS,isomer #3C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2243.9Standard polar33892256
Cysteinylglycine,4TMS,isomer #4C[Si](C)(C)SC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2145.0Semi standard non polar33892256
Cysteinylglycine,4TMS,isomer #4C[Si](C)(C)SC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2174.7Standard non polar33892256
Cysteinylglycine,4TMS,isomer #4C[Si](C)(C)SC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2311.9Standard polar33892256
Cysteinylglycine,5TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2175.5Semi standard non polar33892256
Cysteinylglycine,5TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2207.9Standard non polar33892256
Cysteinylglycine,5TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2117.9Standard polar33892256
Cysteinylglycine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CS2078.7Semi standard non polar33892256
Cysteinylglycine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)SC[C@H](N)C(=O)NCC(=O)O2168.1Semi standard non polar33892256
Cysteinylglycine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)NCC(=O)O2124.1Semi standard non polar33892256
Cysteinylglycine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CS2080.5Semi standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CS[Si](C)(C)C(C)(C)C2475.1Semi standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CS[Si](C)(C)C(C)(C)C2351.6Standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CS[Si](C)(C)C(C)(C)C3142.7Standard polar33892256
Cysteinylglycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2407.4Semi standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2234.1Standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2591.7Standard polar33892256
Cysteinylglycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS)[Si](C)(C)C(C)(C)C2296.2Semi standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS)[Si](C)(C)C(C)(C)C2175.9Standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS)[Si](C)(C)C(C)(C)C2847.9Standard polar33892256
Cysteinylglycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O2489.2Semi standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O2380.5Standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O2828.9Standard polar33892256
Cysteinylglycine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)SC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2454.6Semi standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)SC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2379.1Standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)SC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2922.2Standard polar33892256
Cysteinylglycine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N([C@@H](CS)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2514.2Semi standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N([C@@H](CS)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2306.3Standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N([C@@H](CS)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2630.5Standard polar33892256
Cysteinylglycine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2399.9Semi standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2227.1Standard non polar33892256
Cysteinylglycine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2603.0Standard polar33892256
Cysteinylglycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2698.7Semi standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2629.2Standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2692.0Standard polar33892256
Cysteinylglycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2665.0Semi standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2643.6Standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CS[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2851.6Standard polar33892256
Cysteinylglycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2721.9Semi standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2614.5Standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2569.2Standard polar33892256
Cysteinylglycine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2606.4Semi standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2530.1Standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CS)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2586.1Standard polar33892256
Cysteinylglycine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2830.2Semi standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2688.0Standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2731.0Standard polar33892256
Cysteinylglycine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2716.9Semi standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2649.3Standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2682.6Standard polar33892256
Cysteinylglycine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2704.0Semi standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2594.3Standard non polar33892256
Cysteinylglycine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2606.0Standard polar33892256
Cysteinylglycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3055.0Semi standard non polar33892256
Cysteinylglycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2903.6Standard non polar33892256
Cysteinylglycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2657.1Standard polar33892256
Cysteinylglycine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2924.3Semi standard non polar33892256
Cysteinylglycine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2835.8Standard non polar33892256
Cysteinylglycine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2657.7Standard polar33892256
Cysteinylglycine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2918.4Semi standard non polar33892256
Cysteinylglycine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2873.8Standard non polar33892256
Cysteinylglycine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2606.2Standard polar33892256
Cysteinylglycine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3033.7Semi standard non polar33892256
Cysteinylglycine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2922.4Standard non polar33892256
Cysteinylglycine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2672.2Standard polar33892256
Cysteinylglycine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS[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)C3248.9Semi standard non polar33892256
Cysteinylglycine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS[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)C3098.4Standard non polar33892256
Cysteinylglycine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CS[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)C2650.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Cysteinylglycine GC-MS (3 TMS)splash10-00di-2980000000-043097e8f1f3f47ff51f2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Cysteinylglycine GC-EI-TOF (Non-derivatized)splash10-00di-9440000000-ff8b27f3afc92193d83a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Cysteinylglycine GC-MS (Non-derivatized)splash10-00di-2980000000-043097e8f1f3f47ff51f2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9200000000-bae23059b39c80a574a52016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (1 TMS) - 70eV, Positivesplash10-006t-8920000000-1b3a6e358d6996916b0e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cysteinylglycine GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Cysteinylglycine LC-ESI-QTOF , positive-QTOFsplash10-004i-9700000000-6fba6043a24b724b037e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cysteinylglycine 40V, Positive-QTOFsplash10-0a4i-9000000000-50e069074067c9f120bd2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cysteinylglycine 20V, Positive-QTOFsplash10-004i-9100000000-ab3327c5b13829ea6d352021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Cysteinylglycine 10V, Positive-QTOFsplash10-004i-9700000000-9021340a904a56f317cc2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 10V, Positive-QTOFsplash10-004i-5900000000-b9a1082799c427caf10b2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 20V, Positive-QTOFsplash10-004i-9200000000-2b99992e97c6ecb4567b2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 40V, Positive-QTOFsplash10-0a6u-9000000000-a8b591f7522fe16637fb2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 10V, Negative-QTOFsplash10-004i-2900000000-0173b5cf52bb61095c3a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 20V, Negative-QTOFsplash10-00gl-7900000000-f8dc26c3e8b8ec327fc42015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 40V, Negative-QTOFsplash10-0kh9-9100000000-410b0cc1b5e3f850b5052015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 10V, Negative-QTOFsplash10-0096-5900000000-55967cd7162376aa6fa22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 20V, Negative-QTOFsplash10-00di-9200000000-5aab410f2c44502defce2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 40V, Negative-QTOFsplash10-00di-9000000000-e0ae26ebba3eeba905da2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 10V, Positive-QTOFsplash10-056r-9400000000-1878c834f39272d5af422021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 20V, Positive-QTOFsplash10-056r-9100000000-0899c0bce2addb667ccb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cysteinylglycine 40V, Positive-QTOFsplash10-0a4i-9000000000-05f619b00f6286d67d212021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified65.7 +/- 4.6 uMAdult (>18 years old)MaleNormal details
BloodDetected and Quantified13.6 +/- 3.6 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified51.7 +/- 1.7 uMInfant (0-1 year old)MaleNormal details
BloodDetected and Quantified63.4 +/- 7.4 uMChildren (1-13 years old)MaleNormal details
BloodDetected and Quantified54.0 +/- 18.8 uMAdolescent (13-18 years old)MaleNormal details
BloodDetected and Quantified56.0 +/- 7.0 uMChildren (1-13 years old)FemaleNormal details
BloodDetected and Quantified51.8 +/- 4.9 uMInfant (0-1 year old)FemaleNormal details
BloodDetected and Quantified57.5 +/- 5.9 uMAdolescent (13-18 years old)FemaleNormal details
BloodDetected and Quantified53.2 +/- 7.7 uMAdult (>18 years old)FemaleNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified2.31 (0.99-3.62) uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected and Quantified0.40 +/- 0.08 uMAdult (>18 years old)BothNormal details
SalivaDetected and Quantified6.05 +/- 5.12 uMAdult (>18 years old)BothNormal details
SalivaDetected and Quantified4.73 +/- 2.33 uMAdult (>18 years old)BothNormal
    • Zerihun T. Dame, ...
details
UrineDetected and Quantified0.6 (0.28-1.54) umol/mmol creatinineAdult (>18 years old)Both
Normal
details
UrineDetected and Quantified0.48 +/- 0.15 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified6.0 (2.0-10.0) uMAdult (>18 years old)BothPhenylketonuria details
Associated Disorders and Diseases
Disease References
Phenylketonuria
  1. Perry TL, Hansen S: Cystinylglycine in plasma: diagnostic relevance for pyroglutamic acidemia, homocystinuria, and phenylketonuria. Clin Chim Acta. 1981 Nov 25;117(1):7-12. [PubMed:7333014 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021891
KNApSAcK IDNot Available
Chemspider ID388596
KEGG Compound IDC01419
BioCyc IDCYS-GLY
BiGG ID1445980
Wikipedia LinkNot Available
METLIN ID5134
PubChem Compound439498
PDB IDNot Available
ChEBI ID4047
Food Biomarker OntologyNot Available
VMH IDCGLY
MarkerDB IDMDB00000042
Good Scents IDNot Available
References
Synthesis ReferenceHolleman, James W. Synthesis of glutathione and cysteinylglycine by soluble enzymes of rat liver. Compt. rend. (1954), 238 1360-1.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Perry TL, Hansen S: Cystinylglycine in plasma: diagnostic relevance for pyroglutamic acidemia, homocystinuria, and phenylketonuria. Clin Chim Acta. 1981 Nov 25;117(1):7-12. [PubMed:7333014 ]
  2. Bald E, Glowacki R: Analysis of saliva for glutathione and metabolically related thiols by liquid chromatography with ultraviolet detection. Amino Acids. 2005 Jun;28(4):431-3. Epub 2005 May 20. [PubMed:15900404 ]
  3. Reddy VB, Doss GA, Creighton M, Kochansky CJ, Vincent SH, Franklin RB, Karanam BV: Identification and metabolism of a novel dihydrohydroxy-S-glutathionyl conjugate of a peroxisome proliferator-activated receptor agonist, MK-0767 [(+/-)-5-[(2,4-dioxothiazolidin-5-yl)methyl]-2-methoxy-N-[[(4-trifluoromethyl) phenyl]methyl]benzamide], in rats. Drug Metab Dispos. 2004 Oct;32(10):1154-61. Epub 2004 Jun 30. [PubMed:15229171 ]
  4. Pastore A, Massoud R, Motti C, Lo Russo A, Fucci G, Cortese C, Federici G: Fully automated assay for total homocysteine, cysteine, cysteinylglycine, glutathione, cysteamine, and 2-mercaptopropionylglycine in plasma and urine. Clin Chem. 1998 Apr;44(4):825-32. [PubMed:9554495 ]
  5. Mansoor MA, Svardal AM, Ueland PM: Determination of the in vivo redox status of cysteine, cysteinylglycine, homocysteine, and glutathione in human plasma. Anal Biochem. 1992 Feb 1;200(2):218-29. [PubMed:1632485 ]
  6. Fiskerstrand T, Refsum H, Kvalheim G, Ueland PM: Homocysteine and other thiols in plasma and urine: automated determination and sample stability. Clin Chem. 1993 Feb;39(2):263-71. [PubMed:8432015 ]
  7. Raijmakers MT, Roes EM, Zusterzeel PL, Steegers EA, Peters WH: Thiol status and antioxidant capacity in women with a history of severe pre-eclampsia. BJOG. 2004 Mar;111(3):207-12. [PubMed:14961880 ]
  8. Duman BS, Ozturk M, Yilmazeri S, Hatemi H: Thiols, malonaldehyde and total antioxidant status in the Turkish patients with type 2 diabetes mellitus. Tohoku J Exp Med. 2003 Nov;201(3):147-55. [PubMed:14649736 ]
  9. Van Hove JL, Lazeyras F, Zeisel SH, Bottiglieri T, Hyland K, Charles HC, Gray L, Jaeken J, Kahler SG: One-methyl group metabolism in non-ketotic hyperglycinaemia: mildly elevated cerebrospinal fluid homocysteine levels. J Inherit Metab Dis. 1998 Dec;21(8):799-811. [PubMed:9870205 ]
  10. Josch C, Sies H, Akerboom TP: Hepatic mercapturic acid formation: involvement of cytosolic cysteinylglycine S-conjugate dipeptidase activity. Biochem Pharmacol. 1998 Sep 15;56(6):763-71. [PubMed:9751082 ]
  11. Jacobsen DW, Gatautis VJ, Green R, Robinson K, Savon SR, Secic M, Ji J, Otto JM, Taylor LM Jr: Rapid HPLC determination of total homocysteine and other thiols in serum and plasma: sex differences and correlation with cobalamin and folate concentrations in healthy subjects. Clin Chem. 1994 Jun;40(6):873-81. [PubMed:8087981 ]
  12. Zinellu A, Carru C, Galistu F, Usai MF, Pes GM, Baggio G, Federici G, Deiana L: N-methyl-D-glucamine improves the laser-induced fluorescence capillary electrophoresis performance in the total plasma thiols measurement. Electrophoresis. 2003 Aug;24(16):2796-804. [PubMed:12929176 ]
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Enzymes

General function:
Involved in proteolysis
Specific function:
Broad specificity aminopeptidase. Plays a role in the final digestion of peptides generated from hydrolysis of proteins by gastric and pancreatic proteases. May play a critical role in the pathogenesis of cholesterol gallstone disease. May be involved in the metabolism of regulatory peptides of diverse cell types, responsible for the processing of peptide hormones, such as angiotensin III and IV, neuropeptides, and chemokines. Found to cleave antigen peptides bound to major histocompatibility complex class II molecules of presenting cells and to degrade neurotransmitters at synaptic junctions. Is also implicated as a regulator of IL-8 bioavailability in the endometrium, and therefore may contribute to the regulation of angiogenesis. Is used as a marker for acute myeloid leukemia and plays a role in tumor invasion. In case of human coronavirus 229E (HCoV-229E) infection, serves as receptor for HCoV-229E spike glycoprotein. Mediates as well human cytomegalovirus (HCMV) infection.
Gene Name:
ANPEP
Uniprot ID:
P15144
Molecular weight:
Not Available
Reactions
Cysteinylglycine + Water → L-Cysteine + Glycinedetails
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Initiates extracellular glutathione (GSH) breakdown, provides cells with a local cysteine supply and contributes to maintain intracellular GSH level. It is part of the cell antioxidant defense mechanism. Catalyzes the transfer of the glutamyl moiety of glutathione to amino acids and dipeptide acceptors. Alternatively, glutathione can be hydrolyzed to give Cys-Gly and gamma glutamate. Isoform 3 seems to be inactive.
Gene Name:
GGT1
Uniprot ID:
P19440
Molecular weight:
61409.67
Reactions
Glutathione + Water → Cysteinylglycine + L-Glutamic aciddetails
Glutathione + L-Amino acid → Cysteinylglycine + (5-L-Glutamyl)-L-amino aciddetails
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Cleaves glutathione conjugates (By similarity).
Gene Name:
GGT7
Uniprot ID:
Q9UJ14
Molecular weight:
70466.015
Reactions
Glutathione + Water → Cysteinylglycine + L-Glutamic aciddetails
Glutathione + L-Amino acid → Cysteinylglycine + (5-L-Glutamyl)-L-amino aciddetails
General function:
Involved in aminopeptidase activity
Specific function:
Presumably involved in the processing and regular turnover of intracellular proteins. Catalyzes the removal of unsubstituted N-terminal amino acids from various peptides.
Gene Name:
LAP3
Uniprot ID:
P28838
Molecular weight:
Not Available
Reactions
Cysteinylglycine + Water → L-Cysteine + Glycinedetails
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Cleaves glutathione conjugates (By similarity).
Gene Name:
GGT6
Uniprot ID:
Q6P531
Molecular weight:
50508.83
Reactions
Glutathione + Water → Cysteinylglycine + L-Glutamic aciddetails
Glutathione + L-Amino acid → Cysteinylglycine + (5-L-Glutamyl)-L-amino aciddetails
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Not Available
Gene Name:
GGT7
Uniprot ID:
A0PJJ9
Molecular weight:
62565.3
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Cleaves the gamma-glutamyl peptide bond of glutathione conjugates, but maybe not glutathione itself. Converts leukotriene C4 (LTC4) to leukotriene D4 (LTD4).
Gene Name:
GGT5
Uniprot ID:
P36269
Molecular weight:
62331.75
Reactions
Glutathione + Water → Cysteinylglycine + L-Glutamic aciddetails
Glutathione + L-Amino acid → Cysteinylglycine + (5-L-Glutamyl)-L-amino aciddetails
General function:
Not Available
Specific function:
Initiates extracellular glutathione (GSH) breakdown; catalyzes the transfer of the glutamyl moiety of glutathione to amino acids and dipeptide acceptors (By similarity).
Gene Name:
GGT2
Uniprot ID:
P36268
Molecular weight:
Not Available
Reactions
Glutathione + Water → Cysteinylglycine + L-Glutamic aciddetails
General function:
Not Available
Specific function:
Initiates extracellular glutathione (GSH) breakdown; catalyzes the transfer of the glutamyl moiety of glutathione to amino acids and dipeptide acceptors (By similarity).
Gene Name:
GGT3P
Uniprot ID:
A6NGU5
Molecular weight:
Not Available
Reactions
Glutathione + Water → Cysteinylglycine + L-Glutamic aciddetails