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Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Environmental Science / Faculty of Environmental Earth Science >
Peer-reviewed Journal Articles, etc >
Possible Biosynthetic Pathways for all cis-3,6,9,12,15,19,22,25,28-Hentriacontanonaene in Bacteria
| Title: | Possible Biosynthetic Pathways for all cis-3,6,9,12,15,19,22,25,28-Hentriacontanonaene in Bacteria |
| Authors: | Sugihara, Shinji Browse this author | | Hori, Ryuji Browse this author | | Nakanowatari, Hitomi Browse this author | | Takada, Yasuhiro Browse this author | | Yumoto, Isao Browse this author | | Morita, Naoki Browse this author | | Yano, Yutaka Browse this author | | Watanabe, Kazuo Browse this author | | Okuyama, Hidetoshi Browse this author |
| Keywords: | Decarboxylation | | Eicosapentaenoic acid | | Head-to-head condensation | | Hentriacontanonaene | | pfa Genes | | Polyunsaturated fatty acid | | Polyunsaturated hydrocarbon | | Shewanella sp |
| Issue Date: | Feb-2010 |
| Citation: | Springer |
| Journal Title: | Lipids |
| Volume: | 45 |
| Issue: | 2 |
| Start Page: | 167 |
| End Page: | 177 |
| Publisher DOI: | 10.1007/s11745-009-3380-9 |
| PMID: | 20037794 |
| Abstract: | 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. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/43824 |
| Appears in Collections: | 環境科学院・地球環境科学研究院 (Graduate School of Environmental Science / Faculty of Environmental Earth Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 奥山 英登志
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