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| Names | |
|---|---|
| IUPAC name 4-[(2-{3-[(2R)-4-{[1,3-Dihydroxy-1,3-dioxo-3-(3′-O-phosphonoadenosin-5′-O-yl)-1λ5,3λ5-diphosphoxan-1-yl]oxy}-3,3-dimethylbutanamido]propanamido}ethyl)sulfanyl]-4-oxobutanoic acid | |
| Systematic IUPAC name (9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5,10,14,19-pentaoxo-2,4,6-trioxa-18-thia-11,15-diaza-3λ5,5λ5-diphosphadocosan-22-oic acid | |
| Identifiers | |
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3D model (JSmol) | |
| ChEBI | |
| ChemSpider |
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| ECHA InfoCard | 100.009.163 |
| MeSH | succinyl-coenzyme+A |
| UNII | |
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| Properties | |
| C25H40N7O19P3S | |
| Molar mass | 867.608 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Succinyl-coenzyme A, abbreviated assuccinyl-CoA (/ˌsʌksɪnəlˌkoʊˈeɪ/) orSucCoA, is athioester ofsuccinic acid andcoenzyme A.
It is an important intermediate in thecitric acid cycle, where it is synthesized fromα-ketoglutarate byα-ketoglutarate dehydrogenase throughdecarboxylation. During the process,coenzyme A is added.
With B12 as an enzymatic cofactor, it is also synthesized frompropionyl CoA, the odd-numbered fatty acid, which cannot undergo beta-oxidation.[1] Propionyl-CoA is carboxylated to D-methylmalonyl-CoA, isomerized to L-methylmalonyl-CoA, and rearranged to yield succinyl-CoA via avitamin B12-dependent enzyme. While succinyl-CoA is an intermediate of thecitric acid cycle, it cannot be readily incorporated there because there is no net consumption of succinyl-CoA. Succinyl-CoA is first converted to malate, and then to pyruvate where it is then transported to the matrix to enter the citric acid cycle.
It is converted intosuccinate through thehydrolytic release of coenzyme A bysuccinyl-CoA synthetase (succinate thiokinase).
Another fate of succinyl-CoA isporphyrin synthesis, where succinyl-CoA andglycine are combined byALA synthase to formδ-aminolevulinic acid (dALA). This process is the committed step in the biosynthesis ofporphobilinogen and thus hemoglobin.
Succinyl CoA can be formed frommethylmalonyl CoA through the utilization of deoxyadenosyl-B12 (deoxyadenosylcobalamin) by the enzymemethylmalonyl-CoA mutase. This reaction, which requiresvitamin B12 as a cofactor, is important in the catabolism of some branched-chain amino acids as well as odd-chain fatty acids.
Click on genes, proteins and metabolites below to link to respective articles.[§ 1]
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