Non-natural cinnamic acid derivatives as substrates of cinnamate 4-hydroxylase

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• 作者：Hao Chen ; Hanxiao Jiang ; John A. Morgan
• 关键词：Arabidopsis thaliana ; Cruciferae ; Saccharomyces cerevisiae ; Cytochrome P450 ; Phenylpropanoids ; Coumaric acid
• 刊名：Phytochemistry
• 出版年：2007
• 出版时间：February 2007
• 年：2007
• 卷：68
• 期：3
• 页码：306-311
• 全文大小：156 K

文摘

Cinnamate 4-hydroxylase (C4H), a monooxygenase in the plant phenylpropanoid pathway, was assayed for its ability to hydroxylate 29 substrate analogues. Nine of the tested analogues with various aromatic side chains, including 3-coumaric acid, were metabolized by C4H. Seven products from these reactive analogues were characterized using LC/MS, ¹H NMR and ¹³C NMR spectroscopic analysis. For example, caffeic acid was the product of 3-coumaric acid. The products 4-hydroxy-2-chlorocinnamic acid and 4-hydroxy-2-ethoxycinnamic acid are novel compounds that have not been previously reported. The kinetic parameters of C4H towards these analogues were determined.