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Sponge fatty acids. 3. Occurrence of series of n−7 monoenoic and iso ‐5,9 dienoic long‐chain fatty acids in the phospholipids of the marine sponge Cinachyrella aff. schulzei keller
Author(s) -
Barnathan Gilles,
Doumenq Pierre,
Njinkoué JeanMichel,
Mirallès Joseph,
Debitus Cécile,
Lévi Claude,
Komprobst JeanMichel
Publication year - 1994
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02536335
Subject(s) - sponge , fatty acid , moiety , gas chromatography , chemistry , lipidology , stereochemistry , fatty acid methyl ester , mass spectrometry , chromatography , phospholipid , organic chemistry , biochemistry , biology , catalysis , botany , biodiesel , membrane
The fatty acid composition of phospholipids from the New Caledonian sponge Cinachyrella aff. schulzei Keller was studied. More than 60 fatty acids were identified as methyl esters and N ‐acyl pyrrolidides by gas chromatography and gas chromatography/mass spectrometry. Two isoprenoid fatty acids also were shown to be present, namely 4,8,12‐trimethyltridecanoic and 5,9,13‐trimethyltetradecanoic acids. The unusual 6‐tetradecenoic, 6‐pentadecenoic, 12‐nonadecenoic and 26‐methylheptacosanoic ( iso ‐28∶0) acids were found for the first time in sponge phospholipids. A series of six n−7 monoenoic long‐chain fatty acids (C 23 to C 28 ) were identified, including the rare 16‐tricosenoic, 18‐pentacosenoic and 21‐octacosenoic acids. Fifteen fatty acids possessing the typical 5,9 dienoic moiety accounted for 30% of the total fatty acid mixture. Two new fatty acids were identified, namely 5( Z )‐octacosenoic and 27‐methyl‐5( Z ),9( Z )‐octacosadienoic ( iso ‐5,9‐29∶2). Based on gas chromatography/Fourier transform infrared experiments, the double bonds were assigned the ( Z ) configuration.