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Double‐bond location in long‐chain polyunsaturated fatty acids by chemical lonization‐mass spectrometry
Author(s) -
Lankelma Jan,
Ayanoglu Eser,
Djerassi Carl
Publication year - 1983
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/bf02534561
Subject(s) - double bond , chemistry , polyunsaturated fatty acid , mass spectrometry , chemical ionization , fatty acid , chromatography , gas chromatography , fast atom bombardment , cyclopropane , organic chemistry , ion , ring (chemistry) , ionization
Abstract For determination of the double‐bond position in polyunsaturated C 24–30 fatty acids from marine organisms, methoxy derivatives were prepared. Diagnostic mass spectral fragment as well as molecular ion intensities were obtained by adjusting the ion source optics in the presence of ammonia at a lower source pressure than used conventionally. A lower detection limit was observed compared to conventional methane chemical ionization, which is a more favorable condition for capillary gas chromatography. Analysis of fatty acids from the sponge Calyx niceaensis showed the double‐bond position of 8 unsaturated fatty acids, including two new ones. In addition, structural proof is provided for the presence of a new cyclopropane‐containing fatty acid: 19,20‐methylene‐hexacosanoic acid.