Journal
PHYTOCHEMISTRY
Volume 111, Issue -, Pages 107-113Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2014.12.023
Keywords
Emiliania huxleyi; Gephyrocapsa oceanica; Haptophyte; Nonacosadiene; Noelaerhabdaceae; Long chain alkene; Biomarker
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Funding
- Core Research for Evolutional Science and Technology (CREST), Japan Science and Technology Agency (JST) Japan
- Grants-in-Aid for Scientific Research [26287130] Funding Source: KAKEN
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The hydrocarbons in cultures of marine haptophytes Emiliania huxleyi NIES837 and Gephyrocapsa oceanica NIES1315 were analyzed, and nonacosadienes and hentriacontadienes were detected as the major compounds in both strains. C-29 and C-31 monoenes and di-, tri- and tetra-unsaturated C-33 alkenes were also detected as minor compounds but not C-37 and C-38 alkenes. The positions of the double bonds in the C-29 and C-31 alkenes were determined by mass spectrometry of their dimethyl disulfide (DMDS) adducts. Among the four C-29 alkenes identified, the most abundant isomer was 2,20-nonacosadiene, and the other three compounds were 1,20-nonacosadiene, 3,20-nonacosadiene and 9-nonacosene, respectively. Hitherto, 2,20-nonacosadiene and 3,20-nonacosadiene were unknown to be natural products. The double bond at the n-9 (omega 9) position in these C-29 alkenes is hypothesized to be derived from precursors of unsaturated fatty acids possessing an n-9 double bond, such as (9Z)-9-octadecenoic acid. Nonacosadienes have the potential for being used as distinct haptophyte biomarkers. (C) 2015 Elsevier Ltd. All rights reserved.
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