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Occurrence of cis ‐5, cis ‐9‐Hexacosadienoic and cis ‐5, cis ‐9, cis ‐19‐Hexacosatrienoic acids in the marine sponge Microciona prolifera
Author(s) -
Jefferts Elaine,
Morales Reginald W.,
Litchfield Carter
Publication year - 1974
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/bf02532200
Subject(s) - silicic acid , chemistry , ozonolysis , phosphatidylcholine , gas chromatography , fatty acid , nuclear magnetic resonance spectroscopy , thin layer chromatography , double bond , chromatography , sponge , stereochemistry , phospholipid , organic chemistry , biochemistry , biology , botany , membrane
Abstract Fatty acid analysis of the total lipids from the marine sponge Microciona prolifera by gas liquid chromatography on an EGSS‐X column revealed two major peaks with equivalent chain length values of 27.08 and 27.74. Each of these components was isolated as a separate band by thin layer chromatography on AgNO 3 ‐silicic acid. Characterization of the two unknowns by IR spectroscopy, NMR, hydrogenation, and gas liquid chromatography revealed that the unknown acids were n ‐26∶2 and n ‐26∶3 containing only nonmethylene interrupted cis ‐double bonds. Reductive ozonolysis identified the 26∶2 as cis ‐5, cis ‐9‐hexacosadienoic acid and the 26∶3 as cis ‐5, cis ‐9, cis ‐19‐hexacosatrienoic acid. Analysis of the fatty acid composition of Microciona total lipids showed 14% 26∶2 and 31% 36∶3. The neutral lipids, phosphatidylethanomaline, and phosphatidylserine all contained >41% C 26 acids; but only 4% C 26 was present in the phosphatidylcholine.