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- Name help_outline 4-coumaroyl-CoA Identifier CHEBI:57355 Charge -4 Formula C30H38N7O18P3S InChIKeyhelp_outline DMZOKBALNZWDKI-FUEUKBNZSA-J SMILEShelp_outline CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1ccc(O)cc1 2D coordinates Mol file for the small molecule Search links Involved in 27 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline a flavonol 3-O-β-D-glucosyl-(1→2)-β-D-glucosyl-(1→2)-β-D-glucoside Identifier CHEBI:52143 Charge 0 Formula C33H31O18R9 SMILEShelp_outline C1(=C(C(=C(C=2C(C(=C(OC12)C3=C(C(=C(C(=C3*)*)*)*)*)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6O)O)O)CO)O)O)CO)=O)*)*)*)* 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline a flavonol 3-O-[6-(4-coumaroyl)-β-D-glucosyl-(1→2)-β-D-glucosyl-(1→2)-β-D-glucoside] Identifier CHEBI:52268 Charge 0 Formula C42H37O20R9 SMILEShelp_outline C1(=C(C(=C(C=2C(C(=C(OC12)C3=C(C(=C(C(=C3*)*)*)*)*)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6O)O)O)COC(=O)/C=C/C7=CC=C(C=C7)O)O)O)CO)=O)*)*)*)* 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline CoA Identifier CHEBI:57287 (Beilstein: 11604429) help_outline Charge -4 Formula C21H32N7O16P3S InChIKeyhelp_outline RGJOEKWQDUBAIZ-IBOSZNHHSA-J SMILEShelp_outline CC(C)(COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS 2D coordinates Mol file for the small molecule Search links Involved in 1,500 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:22160 | RHEA:22161 | RHEA:22162 | RHEA:22163 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Publications
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Hydroxycinnamoyl: coenzyme A transferase involved in the biosynthesis of kaempferol-3-(p-coumaroyl triglucoside) in Pisum sativum.
Saylor M.H., Mansell R.L.
The major flavonoids of Pisum are derivatives of kaempferol and quercetin, including both triglucosides and acylated triglucosides in which the acyl group is p-coumaric acid. Although hydroxycinnamic acid esters of flavonoids are common pigments in many plants, neither the enzymes nor the precurso ... >> More
The major flavonoids of Pisum are derivatives of kaempferol and quercetin, including both triglucosides and acylated triglucosides in which the acyl group is p-coumaric acid. Although hydroxycinnamic acid esters of flavonoids are common pigments in many plants, neither the enzymes nor the precursors involved in their biosynthesis have been demonstrated. We report here that crude enzyme preparations extracted from peas catalyze the transfer of the p-coumaroyl moiety of p-coumaroyl:Coenzyme A to kaempferol-3-triglucoside forming kaempferol-3-(p-coumaroyl triglucoside) as the acylated product. The reaction product has been vigorously shown to be identical to the naturally occurring kaempferol-3-(p-coumaroyl triglucoside) in both chromatographic and chemical properties. The enzymatic formation of the acylated derivative occurred only minimally when incubated with the cofactors required for carboxyl group activation (ligase) and maximally when incubated with p-coumaroyl : Coenzyme A as the acyl donor. << Less
Z Naturforsch C Biosci 32:764-768(1977) [PubMed] [EuropePMC]