Functional analyses of cytochrome P450 genes responsible for the early steps of brassicicene C biosynthesis |
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| Authors: | Makoto Hashimoto Yusuke Higuchi Shunji Takahashi Hiroyuki Osada Toshiyuki Sakaki Tomonobu Toyomasu Takeshi Sassa Nobuo Kato Tohru Dairi |
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| Institution: | 1. Biotechnology Research Center, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan;2. The Institute of Scientific and Industrial Research, Osaka University, Ibaraki, Osaka 567-0047, Japan;3. Antibiotics Laboratory and Chemical Biology Department, RIKEN, Wako, Saitama 351-0198, Japan;4. Department of Bioresource Engineering, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan |
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| Abstract: | We previously revealed that Orf8 and Orf6, which were identified in the brassicicene C biosynthetic gene cluster in Alternaria brassicicola strain ATCC96836, were fusicoccadiene (FD) synthase and 16-O-methyltransferase, respectively. In the present Letter, the early biosynthetic steps after the formation of FD were investigated. Plasmids carrying the FD synthase gene, one (or two) of five cytochrome P450 genes (orf1, orf2, orf5, orf7, and orf11) identified in the cluster and a cytochrome P450 reductase gene cloned from strain ATCC96836 were constructed and introduced into Saccharomyces cerevisiae. Based on the structures of the compounds produced by the transformants, Orf1 is suggested to be an 8β-hydroxylation enzyme that yields FD 8β-ol (4), followed by 16-hydroxylation by Orf7 to produce FD 8β16-diol (5). |
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