S-Formylglutathione

detoxification of Formaldehyde: S-Hydroxymethylglutathione is spontaneously formed from the reaction of formaldehyde and glutathione. S-Formylglutathione is the product of formaldehyde dehydrogenase, an enzyme which catalyzes the oxidation of S-hydroxymethylglutathione. SFGH catalyzes the hydrolysis of S-formylglutathione to produce formate and glutathione. Formate is then oxidized to carbon dioxide by formate dehydrogenase, and glutathione is recycled in subsequent detoxification reactions.

General

Type : Peptide

Chemical_Nomenclature : (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-formylsulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid

Canonical SMILES : C(CC(=O)NC(CSC=O)C(=O)NCC(=O)O)C(C(=O)O)N

InChI : InChI=1S\/C11H17N3O7S\/c12-6(11(20)21)1-2-8(16)14-7(4-22-5-15)10(19)13-3-9(17)18\/h5-7H,1-4,12H2,(H,13,19)(H,14,16)(H,17,18)(H,20,21)\/t6-,7-\/m0\/s1

InChIKey : FHXAGOICBFGEBF-BQBZGAKWSA-N

Other name(s) : L-gamma-glutamyl-S-formyl-L-cysteinylglycine  ||  AC1L4O3B  ||  SCHEMBL380154  ||  CHEBI:16225


MW : 335.33

Formula : C11H17N3O7S

CAS_number : 50409-81-9

PubChem : 189122

UniChem : FHXAGOICBFGEBF-BQBZGAKWSA-N

Target

Structures : No structure

Families : A85-EsteraseD-FGH, Antigen85c

References (1)

Title : Molecular basis of formaldehyde detoxification. Characterization of two S-formylglutathione hydrolases from Escherichia coli, FrmB and YeiG - Gonzalez_2006_J.Biol.Chem_281_14514
Author(s) : Gonzalez CF , Proudfoot M , Brown G , Korniyenko Y , Mori H , Savchenko AV , Yakunin AF
Ref : Journal of Biological Chemistry , 281 :14514 , 2006
Abstract :
PubMedSearch : Gonzalez_2006_J.Biol.Chem_281_14514
PubMedID: 16567800
Gene_locus related to this paper: ecoli-yaim , ecoli-yeiG