A chicory cytochrome P450 mono-oxygenase CYP71AV8 for the oxidation of (+)-valencene

被引:90
作者
Cankar, Katarina [1 ]
van Houwelingen, Adele
Bosch, Dirk
Sonke, Theo [2 ]
Bouwmeester, Harro [1 ]
Beekwilder, Jules [1 ]
机构
[1] Univ Wageningen & Res Ctr, Lab Plant Physiol, NL-6708 PB Wageningen, Netherlands
[2] Isobionics, NL-6167 RD Geleen, Netherlands
关键词
Cytochrome P450; Sesquiterpene; Valencene; Germacrene A; Amorpha-4,11-diene; Regio-specificity; Cichorium intybus; FUNCTIONAL-CHARACTERIZATION; YEAST EXPRESSION; NOOTKATONE; SESQUITERPENES; BIOSYNTHESIS; VALENCENE; SYNTHASE; CLONING;
D O I
10.1016/j.febslet.2010.11.040
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
Chicory (Cichorium intybus L.), which is known to have a variety of terpene-hydroxylating activities, was screened for a P450 mono-oxygenase to convert (+)-valencene to (+)-nootkatone. A novel P450 cDNA was identified in a chicory root EST library. Co-expression of the enzyme with a valencene synthase in yeast, led to formation of trans-nootkatol, cis-nootkatol and (+)-nootkatone. The novel enzyme was also found to catalyse a three step conversion of germacrene A to germacra-1(10), 4,11(13)-trien-12-oic acid, indicating its involvement in chicory sesquiterpene lactone biosynthesis. Likewise, amorpha-4,11-diene was converted to artemisinic acid. Surprisingly, the chicory P450 has a different regio-specificity on (+)-valencene compared to germacrene A and amorpha-4,11-diene. (C) 2010 Federation of European Biochemical Societies. Published by Elsevier B. V. All rights reserved.
引用
收藏
页码:178 / 182
页数:5
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