New derivatives for the analysis of sphingosine long-chain bases by gas-liquid chromatography-mass spectrometry.

Cyclic derivatives formed by reaction of sphingosines with methane-, n-butane- and benzeneboronic acid have been examined by gas-liquid chromatography (GLC) and by combined GLC-mass spectrometry (MS). Analogous compounds have also been studied, in which the amino group has been protected, for example as an acetone Schiff base or N,N-dimethylaminomethylene derivative. Phytosphingosine (4D-hydroxysphinganine) yielded bis-alkaneboronates. Most of the derivatives were satisfactory for GLC. Molecular ions were apparent (1-100% relative abundance) in all electron impact mass spectra, and and (as M+1ions) were the base peaks in isobutane chemical ionisation mass spectra.