6008-91-9
Chemical Structure
Methacryloyl-CoA
Synonym(s): Methacrylyl-coenzyme A
- CAS No.: 6008-91-9
- Formula:C25H40N7O17P3S
- Molecular Weight:835.61
InChIKey: NPALUEYCDZWBOV-NDZSKPAWSA-N
SMILES: O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(C(C)=C)=O)=O)=O)(O)=O)(O)=O)O[C@H]1N2C=NC3=C(N)N=CN=C32
Biological Activity: Methacryloyl-CoA (Methacrylyl-coenzyme A) is a thiol-reactive toxic intermediate produced by mitochondrial valine catabolism that inhibits thiol-containing mitochondrial enzymes through reaction with thiols. Methacryloyl-CoA is metabolically detoxified by MC-CoA hydratase and HIB-CoA hydrolase, and reduced activity of its metabolic enzymes weakens detoxification capacity. Methacryloyl-CoA can be used in research on cirrhosis and hepatocellular carcinoma[1][2][3][4].
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Methacryloyl-CoA | Methacryloyl-CoA (Methacrylyl-coenzyme A) is a thiol-reactive toxic intermediate produced by mitochondrial valine catabolism that inhibits thiol-containing mitochondrial enzymes through reaction with thiols. Methacryloyl-CoA is metabolically detoxified by MC-CoA hydratase and HIB-CoA hydrolase, and reduced activity of its metabolic enzymes weakens detoxification capacity. Methacryloyl-CoA can be used in research on cirrhosis and hepatocellular carcinoma. | |||||||||||||||||||||
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References
- [1]. Liu Y, et al. Unraveling Xanthomonas acetyltransferase GumG: decoding catalytic promiscuity, understanding the mechanism, and enhancing enzymatic versatility[J]. bioRxiv, 2026: 2026.06. 22.733816.
- [2]. Teufel R, et al. Studies on the mechanism of ring hydrolysis in phenylacetate degradation: a metabolic branching point. J Biol Chem. 2011 Apr 1;286(13):11021-34.
- [3]. Ishigure K, et al. Human liver disease decreases methacrylyl-CoA hydratase and beta-hydroxyisobutyryl-CoA hydrolase activities in valine catabolism. Clinica chimica acta; international journal of clinical chemistry. 2001 Oct;312(1-2):115-21.
- [4]. Wei S, et al. Differentiating hepatocellular carcinoma from hepatitis C using metabolite profiling. Metabolites. 2012 Oct 10;2(4):701-16.
