HUSCAP logo Hokkaido Univ. logo

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

Files in This Item:
lipids.pdf1.14 MBPDFView/Open
Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/43824

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)

Submitter: 奥山 英登志

Export metadata:

OAI-PMH ( junii2 , jpcoar )

MathJax is now OFF:


 

 - Hokkaido University