Regioselective hydroxylation of isoflavones by Streptomyces avermitilis MA-4680
Section snippets
Chemicals
Daidzein, genistein, 3′,4′,7-trihydroxyisoflavone, quinidine, coumarin, and erythromycin were obtained from Sigma-Aldrich Chemical Co. (St. Louis, MO, USA). Ketoconazole and N,O-bis(trimethylsilyl)trifluoroacetamide were purchased from Fluka Chemical Co. (Buchs, Switzerland). All other chemicals were of the highest grade.
Culture conditions of type culture strains
Actinomycete strains including S. avermitilis MA-4680 were obtained from the Korea Collection for Type Cultures (KCTC, Daejeon, South Korea). Various kinds of Bacillus spp. and
Hydroxylation of daidzein and genistein by the S. avermitilis strain
Recently completed genome sequences of a couple of Actinomycete strains revealed that more than a dozen cytochrome P450 monooxygenases are present in each strain, and that they are involved in various hydroxylation steps of primary and secondary metabolites 24., 25., 26., 27., 28.. Based on this observation, various available Actinomyces, Bacillus spp., and fungal strains were screened for their ability to convert daidzein and genistein into their corresponding hydroxylated products. Among the
Acknowledgments
This research was partially supported by the Brain Korea 21 program of the Ministry of Education, Republic of Korea (Grant No. A05-0572-A11101-06A2-00020B) and by the National Research Laboratory Program (Grant No. R0A-2007-000-10007-0), Korea Ministry of Science and Technology. We thank Prof. Yoongho Lim and Younghee Park from Konkuk University for their help in the interpretation of the NMR analysis.
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The first two authors contributed equally to this work.