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CAS 317-66-8

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Propionyl CoA

Description:
Propionyl CoA, or propionyl coenzyme A, is a crucial biochemical compound involved in various metabolic pathways, particularly in the metabolism of certain amino acids and fatty acids. It is a thioester formed from propionic acid and coenzyme A, playing a significant role in energy production and biosynthesis. Propionyl CoA is characterized by its structure, which includes a propionyl group attached to the coenzyme A molecule, allowing it to participate in acyl group transfer reactions. This compound is essential in the catabolism of odd-chain fatty acids and the metabolism of certain branched-chain amino acids, such as valine and isoleucine. In addition, it serves as a substrate for the synthesis of succinyl CoA, linking it to the citric acid cycle. Propionyl CoA is typically found in the mitochondria and is involved in various enzymatic reactions, including those catalyzed by propionyl-CoA carboxylase and methylmalonyl-CoA mutase. Its regulation is vital for maintaining metabolic homeostasis, particularly in energy metabolism and the synthesis of important biomolecules.
Formula:C24H40N7O17P3S
InChI:InChI=1S/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1
InChI key:InChIKey=QAQREVBBADEHPA-IEXPHMLFSA-N
SMILES:O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](COP(OP(OCC([C@H](C(NCCC(NCCSC(CC)=O)=O)=O)O)(C)C)(=O)O)(=O)O)[C@H]1OP(=O)(O)O
Synonyms:
  • Coenzyme A, S-propanoate
  • Coenzyme A, S-propionate
  • Propionyl CoA
  • Propionyl-coenzyme A
  • S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} propanethioate (non-preferred name)
  • S-{1-[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} propanethioate (non-preferred name)
  • n-Propionyl CoA
Found 3 products.