gamma-Glutamylalanine (BioCAD00000020683)

feces placenta microbial natural products

Metabolite Card

Formula: C8H14N2O5 (218.0903)
SMILES: C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O

Synonyms [en]

gamma-Glutamylalanine; 5-L-Glutamyl-L-alanine; gamma-L-Glutamyl-L-alanine; L-gamma-Glu-L-Ala; L-gamma-Glutamyl-L-alanine; gamma-Glu-Ala

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

gamma-Glutamylalanine. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000020683). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

gamma-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).

Extracellular
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 5875-41-2
  • PubChem: 440103
  • ChEBI: ChEBI:50619
  • ChEBI: ChEBI:50621
  • HMDB: HMDB0006248
  • HMDB: HMDB06248
  • HMDB: HMDB29142
  • KEGG: C03740
  • NCBI MeSH: gamma-glutamylalanine
  • RefMet: RM0136304
  • Metlin: METLIN_58376
  • Metlin: METLIN_86034
  • Coconut NaturalProduct: CNP0201349.1

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

  1. Bas taurus [ncbi taxid: ]
  2. Saccharomyces cerevisiae [ncbi taxid: 4932]

Pathway Synthetic

pathway id name
PathBank:SMP0120480 gamma-Glutamyltransferase Deficiency
PathBank:SMP0120565 5-Oxoprolinase Deficiency
PathBank:SMP0000015 Glutathione Metabolism
PathBank:SMP0000500 5-Oxoprolinase Deficiency
PathBank:SMP0087370 Glutathione Metabolism
PathBank:SMP0120705 Glutathione Synthetase Deficiency
PathBank:SMP0120785 gamma-Glutamyltranspeptidase Deficiency
PathBank:SMP0087277 Glutathione Metabolism
PathBank:SMP0120700 gamma-Glutamyltransferase Deficiency
PathBank:SMP0120784 5-Oxoprolinase Deficiency
PathBank:SMP0120485 Glutathione Synthetase Deficiency
PathBank:SMP0120566 gamma-Glutamyltranspeptidase Deficiency
PathBank:SMP0000337 Glutathione Synthetase Deficiency
PathBank:SMP0000501 gamma-Glutamyltranspeptidase Deficiency
PathBank:SMP0087167 Glutathione Metabolism
PathBank:SMP0120667 5-Oxoprolinuria
PathBank:SMP0120446 5-Oxoprolinuria
PathBank:SMP0000143 5-Oxoprolinuria
PathBank:SMP0000183 gamma-Glutamyltransferase Deficiency
PathBank:SMP0087427 Glutathione Metabolism
View All Pathways