Use of t-butyldimethylchlorosilane/imidazole reagent for identification of molecular species of phospholipids by gas-liquid chromatography mass spectrometry.

Abstract

The t-butyldimethylsilyl derivatives of 1,2-diakyl, 1-alk-1'-enyl-2-acyl, 1-alkyl-2-acyl and 1,2-diacyl glycerols were analysed with a gas chromatograph mass spectrometer system. The characteristic fragment ions were as follows. The molecular weight determining ion was [M-57]+, which was formed by cleavage of the t-butyl radical from the molecular ion. The nature of the alk-1'-enyl residue could be determined by the presence of ions at [RCH-CH 56]+ and [RCH = CH + 130]+ (RCH = CH = alk-1'-enyl), and the alkyl residue by the ion at [R + 130]+(R = alkyl group). Ions giving information about the acyl group, [RCO]+, [RCO + 74]+ and [M-RCH = CHO, -RO or -RCOO]+ were also observed. The mass spectra of pairs of trimethylsilyl and t-butyldimethylsilyl derivatives showed differences in several respects. The t-butyldimethylsilyl derivatives gave more effective information for elucidating the structure of phosphoglycerides.