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Gas-phase Reagents for Carbon-Carbon Double Bond Location: New Applications. Part I-Nitric Oxide Chemical Ionization Mass Spectrometry of 1-O-Alkenylglycerols from the Deep-sea SharkCentrophorus Squamosus Liver Oil

✍ Scribed by Sellier, Nicole; Bordier, Catherine; Kerhoas, Lucien; Einhorn, Jacques


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
381 KB
Volume
32
Category
Article
ISSN
1076-5174

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✦ Synopsis


Nitric oxide chemical ionization (CI) mass spectrometry (MS) has proved to be a very efficient tool for locating the carbon-carbon double bond in monoalkenylglycerols of the HOCH 2 CHOHCH 2 O(CH 2 ) n CHxCH(CH 2 ) m CH 3 type. Such compounds, e.g. containing a x Ô 7 x Ô 8 (minor) and x Ô 9 alkenyl chain, were C 16 : 1, C 17 : 1 C 18 : 1 extracted from the liver oil of the deep-sea shark Centrophorus squamosus and found among the most characteristic substances of the species. Double bond location was unambiguously deduced from the abundant acylium ion being produced when examining the permethylated compounds under gas chromato-CH 3 (CH 2 ) m CO' graphic (GC) nitric oxide CIMS conditions. This ion probably results, as suggested by GC/MS/MS studies, from mechanisms similar to those previously reported for mono-or bifunctional alkenes.