3D model (JSmol)
|Molar mass||913.67 g/mol|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Biosynthesis and significance
It is generated in nature from phenylalanine, which is converted by PAL to trans-cinnamate. Trans-cinnamate is hydroxylated by trans-cinnamate 4-monooxygenase to give 4-hydroxycinnamate (i.e, coumarate). Coumarate is condensed with coenzyme-A in the presence of 4-coumarate-CoA ligase:
- ATP + 4-coumarate + CoA AMP + diphosphate + 4-coumaroyl-CoA.
Coumaroyl-coenzyme A is a central intermediate in the biosynthesis of myriad natural products found in plants. These products include lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and other phenylpropanoids.
Enzymes using Coumaroyl-Coenzyme A
- Anthocyanin 3-O-glucoside 6''-O-hydroxycinnamoyltransferase
- Anthocyanin 5-aromatic acyltransferase
- Chalcone synthase
- 4-Coumarate-CoA ligase
- 6'-Deoxychalcone synthase
- Agmatine N4-coumaroyltransferase
- Flavonol-3-O-triglucoside O-coumaroyltransferase
- Naringenin-chalcone synthase
- Shikimate O-hydroxycinnamoyltransferase
- Trihydroxystilbene synthase
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