Hmdb loader
Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 21:02:41 UTC
Update Date2021-09-14 15:46:59 UTC
HMDB IDHMDB0028835
Secondary Accession Numbers
  • HMDB28835
Metabolite Identification
Common NameGlycyl-Arginine
DescriptionGlycyl-Arginine is a dipeptide composed of glycine and arginine. It 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. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.
Structure
Data?1582753345
Synonyms
ValueSource
g-R DipeptideHMDB
Gly-argHMDB
Glycine arginine dipeptideHMDB
Glycine-arginine dipeptideHMDB
GlycylarginineHMDB
GR DipeptideHMDB
L-Glycyl-L-arginineHMDB
2-[(2-Amino-1-hydroxyethylidene)amino]-5-carbamimidamidopentanoateHMDB
Chemical FormulaC8H17N5O3
Average Molecular Weight231.2523
Monoisotopic Molecular Weight231.133139435
IUPAC Name2-[(2-amino-1-hydroxyethylidene)amino]-5-carbamimidamidopentanoic acid
Traditional Name2-[(2-amino-1-hydroxyethylidene)amino]-5-carbamimidamidopentanoic acid
CAS Registry NumberNot Available
SMILES
NCC(O)=NC(CCCNC(N)=N)C(O)=O
InChI Identifier
InChI=1S/C8H17N5O3/c9-4-6(14)13-5(7(15)16)2-1-3-12-8(10)11/h5H,1-4,9H2,(H,13,14)(H,15,16)(H4,10,11,12)
InChI KeyJLXVRFDTDUGQEE-UHFFFAOYSA-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
  • Alpha-amino acid or derivatives
  • Fatty acid
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Guanidine
  • Carboxylic acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
LogP-4.25Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB098200
KNApSAcK IDNot Available
Chemspider ID295437
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound333414
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Prell JS, Demireva M, Oomens J, Williams ER: Role of sequence in salt-bridge formation for alkali metal cationized GlyArg and ArgGly investigated with IRMPD spectroscopy and theory. J Am Chem Soc. 2009 Jan 28;131(3):1232-42. doi: 10.1021/ja808177z. [PubMed:19117387 ]
  2. Wallace RJ, McKain N, Broderick GA, Rode LM, Walker ND, Newbold CJ, Kopecny J: Peptidases of the rumen bacterium, Prevotella ruminicola. Anaerobe. 1997 Feb;3(1):35-42. [PubMed:16887560 ]
  3. Lacourse KA, Friis-Hansen L, Samuelson LC, Rehfeld JF: Altered processing of procholecystokinin in carboxypeptidase E-deficient fat mice: differential synthesis in neurons and endocrine cells. FEBS Lett. 1998 Sep 25;436(1):61-6. [PubMed:9771894 ]
  4. Wallace RJ, McKain N: A survey of peptidase activity in rumen bacteria. J Gen Microbiol. 1991 Sep;137(9):2259-64. [PubMed:1748877 ]
  5. Bleakman A, Smyth DG: Sequential processing reactions in the formation of hormone amides. Eur J Biochem. 1987 Aug 17;167(1):161-5. [PubMed:3113947 ]
  6. Roche PC, Ryan RJ: Electrophoretic analysis of membrane proteases in the luteinized rat ovary. Endocrinology. 1986 Aug;119(2):495-501. [PubMed:3525119 ]
  7. McKain N, Wallace RJ, Watt ND: Selective isolation of bacteria with dipeptidyl aminopeptidase type I activity from the sheep rumen. FEMS Microbiol Lett. 1992 Aug 15;74(2-3):169-73. [PubMed:1526449 ]
  8. Ishiura S, Anraku H, Kamo I, Koizumi H, Arahata K, Sugita H: Isolation of a Ca-dependent erythrolytic protein (perforin) from cytotoxic T-lymphocytes. J Biochem. 1987 Jul;102(1):9-12. [PubMed:3499435 ]