Coenzyme M

Coenzyme M
Names
	IUPAC name 2-Sulfanylethanesulfonate
	Systematic IUPAC name 2-Sulfanylethanesulfonate
	Other names 2-mercaptoethylsulfonate; 2-mercaptoethanesulfonate; coenzyme M anion; H-S-CoM; AC1L1HCY; 2-sulfanylethane-1-sulfonate; CTK8A8912
Identifiers
CAS Number	3375-50-6 (sulfonic acid form) ; 40292-31-7 (sulfonate form);
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:58319 ;
ChemSpider	3935 ;
PubChem CID	4077;
UNII	VHD28S0H7F (sulfonic acid form) ;
	InChI InChI=1S/C2H6O3S2/c3-7(4,5)2-1-6/h6H,1-2H2,(H,3,4,5)/p-1 Key: ZNEWHQLOPFWXOF-UHFFFAOYSA-M ;
	SMILES [O-]S(=O)(=O)CCS;
Properties
Chemical formula	C2H5O3S2
Molar mass	141.18 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Coenzyme M is a coenzyme required for methyl-transfer reactions in the metabolism of archaeal methanogens, and in the metabolism of other substrates in bacteria. It is also a necessary cofactor in the metabolic pathway of alkene-oxidizing bacteria. CoM helps eliminate the toxic epoxides formed from the oxidation of alkenes such as propylene. The structure of this coenzyme was discovered by CD Taylor and RS Wolfe in 1974 while they were studying methanogenesis, the process by which carbon dioxide is transformed into methane in some anaerobic bacteria. The coenzyme is an anion with the formula HSCH
₂CH
₂SO⁻
₃. It is named 2-mercaptoethanesulfonate and abbreviated HS–CoM. The cation is unimportant, but the sodium salt is most available. Mercaptoethanesulfonate contains both a thiol, which is the main site of reactivity, and a sulfonate group, which confers solubility in aqueous media.

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