Compound

gamma-L-glutamyl-L-cysteine

Conjugate base of L-γ-glutamyl-L-cysteine arising from deprotonation of both carboxy groups and protonation of the primary amino group; major species at pH 7.3.

Definition from ChEBI (CHEBI:58173), read 2026-09-23. CC BY 4.0.

CHEBI:58173ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of gamma-L-glutamyl-L-cysteine — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C8H13N2O5S
Mass: 249.268 g/mol
Charge: -1
InChIKey: RITKHVBHSGLULN-WHFBIAKZSA-M
SMILES: [NH3+][C@@H](CCC(=O)N[C@@H](CS)C(=O)[O-])C(=O)[O-]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Statements

6 statements

6 statements · 2 reference databases · Subject: gamma-L-glutamyl-L-cysteine · Sources: Human-GEM, Rhea

Order

L-cysteine is converted to gamma-L-glutamyl-L-cysteineCompoundHuman-GEM MAR04324Inferred only
L-cysteine is converted to gamma-L-glutamyl-L-cysteineCompoundRhea RHEA:13285Inferred only
gamma-L-glutamyl-L-cysteine is a substrate of GGACTProteinHuman-GEM MAR04708Inferred only
gamma-L-glutamyl-L-cysteine is a substrate of GGCTProteinHuman-GEM MAR04708Inferred only
gamma-L-glutamyl-L-cysteine is a substrate of GSSProteinHuman-GEM MAR04326Inferred only
gamma-L-glutamyl-L-cysteine is a substrate of GSSProteinRhea RHEA:13557Inferred only

Reactions

10 reactions

ATP+L-cysteine+L-glutamate(1-)ADP+gamma-L-glutamyl-L-cysteine+proton+phosphate(3-)
Catalysed by GCLC & GCLM
Reaction pageLeft to rightBalancedEC 6.3.2.2cytosol
Human-GEM MAR04324CC BY 4.0Reference data
ATP+gamma-L-glutamyl-L-cysteine+glycineADP+CHEBI:16856+proton+phosphate(3-)
Catalysed by GSS
Reaction pageLeft to rightBalancedEC 6.3.2.3cytosol
Human-GEM MAR04326CC BY 4.0Reference data
gamma-L-glutamyl-L-cysteineCHEBI:18183+L-cysteine
Catalysed by GGCT or GGACT
Reaction pageLeft to rightBalancedEC 4.3.2.9cytosol
Human-GEM MAR04708CC BY 4.0Reference data
ATP+gamma-L-glutamyl-L-cysteine+waterADP+gamma-L-glutamyl-L-cysteine+proton+phosphate(3-)
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR11915CC BY 4.0Reference data
gamma-L-glutamyl-L-cysteine
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11916CC BY 4.0Reference data
2gamma-L-glutamyl-L-cysteine+NADP(3-)CHEBI:58077+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:11980CC BY 4.0Reference data
L-cysteine+L-glutamate(1-)+ATP(4-)gamma-L-glutamyl-L-cysteine+ADP(3-)+hydrogenphosphate+hydron
Catalysed by GCLC
Reaction pageLeft to rightBalanced
Rhea RHEA:13285CC BY 4.0Reference data
gamma-L-glutamyl-L-cysteine+glycine+ATP(4-)glutathione+ADP(3-)+hydrogenphosphate+hydron
Catalysed by GSS
Reaction pageLeft to rightBalanced
Rhea RHEA:13557CC BY 4.0Reference data
gamma-L-glutamyl-L-cysteine+beta-alanine+ATP(4-)CHEBI:58009+ADP(3-)+hydrogenphosphate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:17993CC BY 4.0Reference data
gamma-L-glutamyl-L-cysteine+CHEBI:15781+dioxygenCHEBI:82703+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:42672CC BY 4.0Reference data

Other names

5 names

Resolves to: gamma-L-glutamyl-L-cysteine

Also called: L-gamma-glutamyl-L-cysteinateL-gamma-glutamyl-L-cysteinate anionL-γ-glutamyl-L-cysteinateL-γ-glutamyl-L-cysteinate anion
Systematic name: (2S)-2-azaniumyl-5-{[(1R)-1-carboxylato-2-sulfanylethyl]amino}-5-oxopentanoate