A chicory cytochrome P450 mono-oxygenase CYP71AV8 for the oxidation of (+)-valencene |
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Authors: | Cankar Katarina van Houwelingen Adèle Bosch Dirk Sonke Theo Bouwmeester Harro Beekwilder Jules |
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Institution: | aLaboratory of Plant Physiology, Wageningen University and Research Centre, 6708PB Wageningen, The Netherlands;bPlant Research International, Wageningen University and Research Centre, 6708PB Wageningen, The Netherlands;cIsobionics, Urmonderbaan 22, 6167RD Geleen, The Netherlands |
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Abstract: | 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. |
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Keywords: | Cytochrome P450 Sesquiterpene Valencene Germacrene A Amorpha-4 11-diene Regio-specificity Cichorium intybus |
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