Coumaroyl-coenzyme A is the thioester of coenzyme-A and coumaric acid. Coumaroyl-coenzyme A is a central intermediate in the biosynthesis of myriad natural products found in plants. These products include Monolignol, lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and other phenylpropanoids.

Biosynthesis and significance

It is generated in nature from phenylalanine, which is converted by Phenylalanine ammonia-lyase, 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

\rightleftharpoons

AMP + diphosphate + 4-coumaroyl-CoA.

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

References

Thioesters of coenzyme A Hydroxycinnamic acid esters Vinylogous carboxylic acids {{Aromatic-stub