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Possible Biosynthetic Pathways for all cis-3,6,9,12,15,19,22,25,28-Hentriacontanonaene in Bacteria

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タイトル: Possible Biosynthetic Pathways for all cis-3,6,9,12,15,19,22,25,28-Hentriacontanonaene in Bacteria
著者: Sugihara, Shinji 著作を一覧する
Hori, Ryuji 著作を一覧する
Nakanowatari, Hitomi 著作を一覧する
Takada, Yasuhiro 著作を一覧する
Yumoto, Isao 著作を一覧する
Morita, Naoki 著作を一覧する
Yano, Yutaka 著作を一覧する
Watanabe, Kazuo 著作を一覧する
Okuyama, Hidetoshi 著作を一覧する
キーワード: Decarboxylation
Eicosapentaenoic acid
Head-to-head condensation
Hentriacontanonaene
pfa Genes
Polyunsaturated fatty acid
Polyunsaturated hydrocarbon
Shewanella sp
発行日: 2010年 2月
引用: Springer
誌名: Lipids
巻: 45
号: 2
開始ページ: 167
終了ページ: 177
出版社 DOI: 10.1007/s11745-009-3380-9
抄録: A very long chain polyunsaturated hydrocarbon, hentriacontanonaene (C31:9), was detected in an eicosapentaenoic acid (EPA)-producing marine bacterium, which was isolated from the mid-latitude seashore of Hokkaido, Japan, and was tentatively identified as mesophilic Shewanella sp. strain osh08 from 16S rRNA gene sequencing. The geometry and position of the double bonds in this compound were determined physicochemically to be all cis at positions 3, 6, 9, 12, 15, 19, 22, 25, and 28. Although C31:9 was detected in all of the seven EPA- or/and docosahexaenoic acid-producing bacteria tested, an EPA-deficient mutant (strain IK-1Δ8) of one of these bacteria had no C31:9. Strain IK-1Δ8 had defects in the pfaD gene, one of the five pfa genes responsible for the biosynthesis of EPA. Although Escherichia coli DH5α does not produce EPA or DHA inherently, cells transformed with the pfa genes responsible for the biosynthesis of EPA and DHA produced EPA and DHA, respectively, but not C31:9. These results suggest that the Pfa protein complex is involved in the biosynthesis of C31:9 and that pfa genes must not be the only genes responsible for the formation of C31:9. In this report, we determined for the first time the molecular structure of the C31:9 and discuss the possible biosynthetic pathways of this compound.
資料タイプ: article (author version)
URI: http://hdl.handle.net/2115/43824
出現コレクション:雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

提供者: 奥山 英登志

 

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