词条 | Acetoacetyl-CoA |
释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477239005 | ImageFile=Acetoacetyl coenzyme A.svg | ImageSize=300px | IUPACName= | OtherNames= |Section1={{Chembox Identifiers | IUPHAR_ligand = 3039 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 83198 | InChI = 1/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1 | InChIKey = OJFDKHTZOUZBOS-CITAKDKDBD | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = OJFDKHTZOUZBOS-CITAKDKDSA-N | CASNo_Ref = {{cascite|changed|??}} | CASNo=1420-36-6 | PubChem=74 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 15345 | SMILES = O=C(C)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3OP(=O)(O)O | MeSHName=acetoacetyl+CoA |Section2={{Chembox Properties | C=25 | H=40 | N=7 | O=18 | P=3 | S=1 | MolarMass=851.609 g/mol | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} Acetoacetyl CoA is the precursor of HMG-CoA in the mevalonate pathway, which is essential for cholesterol biosynthesis. It also takes a similar role in the ketone bodies synthesis (ketogenesis) pathway of the liver. In the ketone bodies digestion pathway (in the tissue), it is no longer associated with having HMG-CoA as a product or as a reactant. It is created from acetyl-CoA, a thioester, which reacts with the enolate of a second molecule of acetyl-CoA in a Claisen condensation reaction,[1] and it is acted upon by HMG-CoA synthase to form HMG-CoA. During the metabolism of leucine, this last reaction is reversed. References1. ^{{Cite book|url=https://www.worldcat.org/oclc/974910578|title=Organic chemistry|last=Yurkanis|first=Bruice, Paula|date=2017|publisher=Pearson|isbn=9780134042282|oclc=974910578}} See also
1 : Thioesters of coenzyme A |
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