MetaCyc Compound: 3-sulfopyruvate

Synonyms: sulfopyruvate, 3-Sulfopyruvic acid

Superclasses: an organosulfur compounda sulfonate

Chemical Formula: C3H2O6S

Molecular Weight: 166.1 Daltons

Monoisotopic Molecular Weight: 167.972858551 Daltons

3-sulfopyruvate compound structure

SMILES: C(=O)([O-])C(=O)CS(=O)(=O)[O-]

InChI: InChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9)/p-2


Unification Links: ChEBI:57940, HMDB:HMDB04045, KEGG:C05528, MetaboLights:MTBLC57940, PubChem:25245217

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -186.52603Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

coenzyme M biosynthesis I , coenzyme M biosynthesis II , sulfolactate degradation II :
3-sulfopyruvate + H+ → sulfoacetaldehyde + CO2

Reactions known to produce the compound:

sulfolactate degradation II , sulfolactate degradation III :
3-sulfolactate + an oxidized unknown electron acceptor → 3-sulfopyruvate + an reduced unknown electron acceptor

Reactions known to both consume and produce the compound:

(R)-cysteate degradation :
L-cysteate + 2-oxoglutarate ↔ 3-sulfopyruvate + L-glutamate
(2R)-3-sulfolactate + NAD+3-sulfopyruvate + NADH + H+

coenzyme M biosynthesis I :
(2R)-3-sulfolactate + NAD+3-sulfopyruvate + NADH + H+

coenzyme M biosynthesis II , sulfolactate degradation III :
L-cysteate + 2-oxoglutarate ↔ 3-sulfopyruvate + L-glutamate

sulfolactate degradation I :
(2S)-3-sulfolactate + NAD+3-sulfopyruvate + NADH + H+
(2R)-3-sulfolactate + NADP+3-sulfopyruvate + NADPH + H+

Not in pathways:
(2R)-3-sulfolactate + NAD(P)+3-sulfopyruvate + NAD(P)H + H+

Enzymes inhibited by 3-sulfopyruvate, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: 3-phosphonopyruvate hydrolase [Chen06a]


Chen06a: Chen CC, Han Y, Niu W, Kulakova AN, Howard A, Quinn JP, Dunaway-Mariano D, Herzberg O (2006). "Structure and kinetics of phosphonopyruvate hydrolase from Variovorax sp. Pal2: new insight into the divergence of catalysis within the PEP mutase/isocitrate lyase superfamily." Biochemistry 45(38);11491-504. PMID: 16981709

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.5 on Sat Nov 28, 2015, BIOCYC13A.