Production of Novel Antioxidative Prenyl Naphthalen-ols by Combinational Bioconversion with Dioxygenase PhnA1A2A3A4 and Prenyltransferase NphB or SCO7190

• SHINDO Kazutoshi

  Department of Food and Nutrition, Japan Women’s University

• TACHIBANA Ayako

  Department of Food and Nutrition, Japan Women’s University

• TANAKA Ayumi

  Department of Food and Nutrition, Japan Women’s University

• TOBA Shizuka

  Department of Food and Nutrition, Japan Women’s University

• YUKI Emi

  Department of Food and Nutrition, Japan Women’s University

• OZAKI Taro

  Biotechnology Research Center, The University of Tokyo

• KUMANO Takuto

  Biotechnology Research Center, The University of Tokyo

• NISHIYAMA Makoto

  Biotechnology Research Center, The University of Tokyo

• MISAWA Norihiko

  Research Institute for Bioresources and Biotechnology, Ishikawa Prefectural University

• KUZUYAMA Tomohisa

  Biotechnology Research Center, The University of Tokyo

抄録

We performed combinational bioconversion of substituted naphthalenes with PhnA1A2A3A4 (an aromatic dihydroxylating dioxygenase from marine bacterium Cycloclasticus sp. strain A5) and prenyltransferase NphB (geranyltransferase from Streptomyces sp. strain CL190) or SCO7190 (dimethylallyltransferase from Streptomyces coelicolor A3(2)) to produce prenyl naphthalen-ols. Using 2-methylnaphthalene, 1-methoxynaphthalene, and 1-ethoxynaphthalene as the starting substrates, 10 novel prenyl naphthalen-ols were produced by combinational bioconversion. These novel prenyl naphthalen-ols each showed potent antioxidative activity against a rat brain homogenate model. 2-(2,3-Dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one (2′,3′-dihydroxychrysin) generated with another aromatic dihydroxylating dioxygenase and subsequent dehydrogenase was also geranylated at the C-5′-carbon by the action of NphB.

収録刊行物

• Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ

  Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ 75 (3), 505-510, 2011

  公益社団法人 日本農芸化学会

キーワード

• prenyl naphthalen-ol
• aromatic dihydroxylating dioxygenase
• prenyltransferase
• antioxidative activity

詳細情報

• CRID: 1390001206477137664
• NII論文ID: 10028201740
• NII書誌ID: AA10824164
• DOI: 10.1271/bbb.100731
• ISSN: 13476947
• ISSN: 09168451
• NDL書誌ID: 11051634
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I11051634
• Web Site: https://www.tandfonline.com/doi/pdf/10.1271/bbb.100731
• 本文言語コード: en
• データソース種別:
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