Coumaroyl-CoA

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Coumaroyl-Coenzyme A
4-Coumaroyl-CoA.svg
Names
IUPAC name
S-[2-[3-[[4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3, 3-dimethylbutanoyl]amino]propanoylamino]ethyl](E)-3-(4-hydroxyphenyl)prop-2-enethioate
Other names
4-Coumaroyl-CoA
p-Coumaroyl-CoA
4-Hydroxycinnamoyl-CoA
Identifiers
3D model (JSmol)
ChemSpider
Properties
C30H42N7O18P3S
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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Infobox references

Coumaroyl-coenzyme A is a chemical compound found in plants. The compound is the thioester of coenzyme-A and coumaric acid.

Biosynthesis and significance[edit]

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.[1]

Enzymes using Coumaroyl-Coenzyme A[edit]

References[edit]

  1. ^ Vogt, T. (2010). "Phenylpropanoid Biosynthesis". Molecular Plant: 2–20. doi:10.1093/mp/ssp106.