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Structure and Origin of Artifacts in the Analysis of Plasmalogens
Author(s) -
Dudda Angela,
Spiteller Gerhard
Publication year - 1996
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/(sici)1096-9888(199603)31:3<303::aid-jms304>3.0.co;2-5
Subject(s) - chemistry , thio , gas chromatography , chromatography , alkyl , dithiol , organic chemistry
The determination of aldehydic compounds was achieved by gas chromatographic/mass spectrometric analysis of derived thioacetals. These were produced, together with artifacts, in a one‐step reaction when plasmalogens were treated with ethane‐1,2‐dithiol and BF 3 . The artifacts were recognized to be 2‐alkylidene‐1,3‐dithiolanes derived from phospholipids. The latter were converted by BF 3 treatment into diacylglycerols, which were transformed in a complicated reaction into 2‐alkyl‐2‐[(2‐mercaptoethyl)thio]‐1,3‐dithiolanes. These compounds were decomposed thermally, e.g. in the injector of a gas chromatograph, in 2‐alkylidene‐1,3‐dithiolanes. This reaction is not restricted to phospholipids but occurs with all monoacylated glycols.