辅酶M

辅酶M
	IUPAC名; 2-Sulfanylethanesulfonate
	系统名; 2-Sulfanylethanesulfonate
别名	2-mercaptoethylsulfonate; 2-mercaptoethanesulfonate; coenzyme M anion; H-S-CoM; AC1L1HCY; 2-sulfanylethane-1-sulfonate; CTK8A8912
识别
CAS号	3375-50-6（(sulfonic acid form)） ; 40292-31-7（(sulfonate form)）
PubChem	4077
ChemSpider	3935
SMILES	[O-]S(=O)(=O)CCS;
ChEBI	58319
性质
化学式	C2H5O3S2
摩尔质量	141.19 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

辅酶M（英語：Coenzyme M，2-巯基乙烷磺酸）是在古菌产甲烷菌代谢过程中^[1]^[2]，和细菌代谢其他底物过程中的甲基转移反应中所需的一种辅酶^[3]。它还是烯氧化细菌代谢途径中的一种必要辅因子。^[4]这种辅酶的结构是CD Taylor和RS Wolfe在1974年研究甲烷生成过程时发现的。^[5]

此辅酶是具有结构式HSCH₂CH₂SO₃^-的阴离子，被称为2-巯基乙烷磺酸盐，缩写为HS-CoM。此阴离子对应的阳离子并不重要，但是它的钠盐是最常见的。巯基乙烷磺酸盐同时具有硫醇基（是反应的主要位点）以及一个磺酸基（赋予了在水性介质中的溶解性）。

生物化学作用

生物合成

细菌和古菌使用不同的合成途径，尽管都以磷酸烯醇式丙酮酸为起点。^[6]

参考文献

^ Balch WE, Wolfe RS. Specificity and biological distribution of coenzyme M (2-mercaptoethanesulfonic acid). J. Bacteriol. 1979, 137 (1): 256–63. PMC 218444 . PMID 104960. doi:10.1128/JB.137.1.256-263.1979.
^ Taylor CD, Wolfe RS. Structure and methylation of coenzyme M(HSCH
2CH
2SO
3). J. Biol. Chem. 10 August 1974, 249 (15): 4879–85. PMID 4367810. doi:10.1016/S0021-9258(19)42403-4 .
^ Partovi, Sarah E.; Mus, Florence; Gutknecht, Andrew E.; Martinez, Hunter A.; Tripet, Brian P.; Lange, Bernd Markus; DuBois, Jennifer L.; Peters, John W. Coenzyme M biosynthesis in bacteria involves phosphate elimination by a functionally distinct member of the aspartase/fumarase superfamily. The Journal of Biological Chemistry. 2018-04-06, 293 (14): 5236–5246. ISSN 1083-351X. PMC 5892593 . PMID 29414784. doi:10.1074/jbc.RA117.001234 .
^ Krishnakumar, Arathi M.; Sliwa, Darius; Endrizzi, James A.; Boyd, Eric S.; Ensign, Scott A.; Peters, John W. Getting a Handle on the Role of Coenzyme M in Alkene Metabolism. Microbiology and Molecular Biology Reviews. September 2008, 72 (3): 445–456. ISSN 1092-2172. PMC 2546864 . PMID 18772284. doi:10.1128/MMBR.00005-08.
^ Parry, Ronald J., Barton, Sir Derek; Nakanishi, Koji; Meth-Cohn, Otto , 编, 1.29 - Biosynthesis of Sulfur-containing Natural Products, Comprehensive Natural Products Chemistry (Oxford: Pergamon), 1999-01-01: 825–863 [2022-05-10], ISBN 978-0-08-091283-7, doi:10.1016/b978-0-08-091283-7.00031-x （英语）
^ Wu, Hsin-Hua; Pun, Michael D.; Wise, Courtney E.; Streit, Bennett R.; Mus, Florence; Berim, Anna; Kincannon, William M.; Islam, Abdullah; Partovi, Sarah E.; Gang, David R.; DuBois, Jennifer L.; Lubner, Carolyn E.; Berkman, Clifford E.; Lange, B. Markus; Peters, John W. The pathway for coenzyme M biosynthesis in bacteria. Proceedings of the National Academy of Sciences. 6 September 2022, 119 (36). Bibcode:2022PNAS..11907190W. PMC 9457059 . doi:10.1073/pnas.2207190119 .

[1] Balch WE, Wolfe RS. Specificity and biological distribution of coenzyme M (2-mercaptoethanesulfonic acid). J. Bacteriol. 1979, 137 (1): 256–63. PMC 218444 . PMID 104960. doi:10.1128/JB.137.1.256-263.1979.

[2] Taylor CD, Wolfe RS. Structure and methylation of coenzyme M(HSCH
2CH
2SO
3). J. Biol. Chem. 10 August 1974, 249 (15): 4879–85. PMID 4367810. doi:10.1016/S0021-9258(19)42403-4 .

[3] Partovi, Sarah E.; Mus, Florence; Gutknecht, Andrew E.; Martinez, Hunter A.; Tripet, Brian P.; Lange, Bernd Markus; DuBois, Jennifer L.; Peters, John W. Coenzyme M biosynthesis in bacteria involves phosphate elimination by a functionally distinct member of the aspartase/fumarase superfamily. The Journal of Biological Chemistry. 2018-04-06, 293 (14): 5236–5246. ISSN 1083-351X. PMC 5892593 . PMID 29414784. doi:10.1074/jbc.RA117.001234 .

[:02-4] Krishnakumar, Arathi M.; Sliwa, Darius; Endrizzi, James A.; Boyd, Eric S.; Ensign, Scott A.; Peters, John W. Getting a Handle on the Role of Coenzyme M in Alkene Metabolism. Microbiology and Molecular Biology Reviews. September 2008, 72 (3): 445–456. ISSN 1092-2172. PMC 2546864 . PMID 18772284. doi:10.1128/MMBR.00005-08.

[5] Parry, Ronald J., Barton, Sir Derek; Nakanishi, Koji; Meth-Cohn, Otto , 编, 1.29 - Biosynthesis of Sulfur-containing Natural Products, Comprehensive Natural Products Chemistry (Oxford: Pergamon), 1999-01-01: 825–863 [2022-05-10], ISBN 978-0-08-091283-7, doi:10.1016/b978-0-08-091283-7.00031-x （英语）

[6] Wu, Hsin-Hua; Pun, Michael D.; Wise, Courtney E.; Streit, Bennett R.; Mus, Florence; Berim, Anna; Kincannon, William M.; Islam, Abdullah; Partovi, Sarah E.; Gang, David R.; DuBois, Jennifer L.; Lubner, Carolyn E.; Berkman, Clifford E.; Lange, B. Markus; Peters, John W. The pathway for coenzyme M biosynthesis in bacteria. Proceedings of the National Academy of Sciences. 6 September 2022, 119 (36). Bibcode:2022PNAS..11907190W. PMC 9457059 . doi:10.1073/pnas.2207190119 .

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