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Enzymatic Synthesis and Purification of Caffeoyl-CoA, p-Coumaroyl-CoA, and Feruloyl-CoA

✍ Scribed by Nicolai Obel; Henrik Vibe Scheller

Publisher: Elsevier Science
Year: 2000
Tongue: English
Weight: 104 KB
Volume: 286
Category: Article
ISSN: 0003-2697
DOI: 10.1006/abio.2000.4760

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✦ Synopsis

An enzyme preparation from wheat seedlings containing p-coumaroyl:CoA ligase activity was used to synthesize caffeoyl-CoA, p-coumaroyl-CoA, and feruloyl-CoA. The same enzyme preparation also contains caffeic acid-3-O-methyl transferase and caffeoyl-CoA-3-O-methyl transferase activities. The maximum activity was found in enzyme preparation from 2-day-old seedlings, where 15-20% of the hydroxy cinnamic acid could be converted into the corresponding thioester. This yield is a result of an equilibrium between the ligase and a thioesterase also present in the crude enzyme preparation. The activity of caffeic acid 3-O-methyl transferase and caffeoyl-CoA 3-O-methyl transferase enables the production of (14)C-labeled feruloyl-CoA when using S-adenosyl-l-[methyl-(14)C]-methionine as methyl donor. The produced thioesters can be purified by reverse phase HPLC using a phosphoric acid-acetonitrile gradient.

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