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Methylmalonyl-CoA (Synonyms:甲基丙二酰辅酶A;Isosuccinyl coenzyme A;Methylmalonyl coenzyme A)
Catalog No. : FM030 Purity : BR/95%以上 Brand : CHEMSOON Cas No. : 1264-45-5 PubChem Id : 123909
Methylmalonyl-CoA is a member of the class of malonyl-CoAs that is malonyl-CoA carrying a methyl group on the malony side chain. It has a role as a human metabolite. It is functionally related to a methylmalonic acid. It is a conjugate acid of a methylmalonyl-CoA(5-).;Methylmalonyl-CoA is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).;methylmalonyl-CoA is a natural product found in Streptomyces fradiae and Streptomyces toxytricini with data available.
Methylmalonyl-CoA
Cas No. : 1264-45-5
Specification No. Purity Package Inventory Price
FM030-5mg BR/95%以上 5mg
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Product Name: Methylmalonyl-CoA
Other Names: 甲基丙二酰辅酶A;Isosuccinyl coenzyme A;Methylmalonyl coenzyme A
CAS:1264-45-5
Structural Information
Molecular Formula C25H40N7O19P3S Molecular Weight 867.61
IUPAC Name  S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 3-hydroxy-2-methylbutanethioate
InChIKey  PEKYNTFSOBAABV-UHFFFAOYSA-N
InChI  InChI=1S/C26H44N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-15,18-20,24,34,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)
SMILES  CC(C(C)O)C(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
Literature

1.Evaluating nonpolar surface area and liquid chromatography/mass spectrometry response: an application for site occupancy measurements for enzyme intermediates in polyketide biosynthesis. Randall, Shan M. et al. Rapid Communications in Mass Spectrometry, 28(23), 2511-2522; 2014

2.Rapid preparation of (methyl)malonyl coenzyme A and enzymatic formation of unusual polyketides by type III polyketide synthase from Aquilaria sinensis. Gao, Bo-Wen et al. Bioorganic & Medicinal Chemistry Letters, 25(6), 1279-1283; 2015

3.Promiscuity of a modular polyketide synthase towards natural and non-natural extender units. Koryakina, Irina et al. Organic & Biomolecular Chemistry, 11(27), 4449-4458; 2013

4.Enzymatic Extender Unit Generation for In Vitro Polyketide Synthase Reactions: Structural and Functional Showcasing of Streptomyces coelicolor MatB. Hughes, Amanda J. and Keatinge-Clay, Adrian. Chemistry & Biology (Cambridge, MA, United States), 18(2), 165-176; 2011

5.6-Deoxyerythronolide B Analogue Production in Escherichia coli through Metabolic Pathway Engineering. Kennedy, Jonathan et al. Biochemistry, 42(48), 14342-14348; 2003

6.A rapid method for the synthesis of methylmalonyl-coenzyme A and other CoA-esters. Padmakumar, Rugmini et al. Analytical Biochemistry, 214(1), 318-20; 1993