Γ-L-Glutamyl-L-cysteine

γ-l-Glutamyl-l-cysteine
Names
IUPAC name
γ-Glutamylcysteine
Systematic IUPAC name
(2S)-2-Amino-5-{[(1R)-1-carboxy-2-sulfanylethyl]amino}-5-oxopentanoic acid
Other names
gamma-Glutamylcysteine
Identifiers
3D model (JSmol)
1729154
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.164.128
KEGG
MeSH gamma-glutamylcysteine
  • InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1 Y
    Key: RITKHVBHSGLULN-WHFBIAKZSA-N Y
  • C(CC(=O)N[C@@H](CS)C(=O)O)[C@@H](C(=O)O)N
Properties
C8H14N2O5S
Molar mass 250.27 g·mol−1
Appearance White, opaque crystals
log P −1.168
Acidity (pKa) 2.214
Basicity (pKb) 11.783
Related compounds
Related alkanoic acids
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

γ-L-Glutamyl-L-cysteine, also known as γ-glutamylcysteine (GGC), is a dipeptide found in animals, plants, fungi, some bacteria, and archaea. It has a relatively unusual γ-bond between the constituent amino acids, L-glutamic acid and L-cysteine and is a key intermediate in the γ-glutamyl cycle first described by Meister in the 1970s. It is the most immediate precursor to the antioxidant glutathione.

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