Mild acid hydrolysis of sphingolipids yields lysosphingolipids: a matrix-assisted laser desorption and ionization time-of-flight mass spectrometry study
Journal Title: Journal of Analytical Bio-Science - Year 2012, Vol 35, Issue 3
Abstract
The mechanisms underlying the generation of lysosphingolipids remain unclear. The present study investigated whether sphingolipids can be de-N-acylated under relatively mild acidic conditions to produce lysosphingolipids. Sphingolipids (ceramide, sphingomyelin, cerebroside, lactosylceramide, trihexosylceramide, globoside and Forssman glycolipid) were dissolved in chloroform/methanol (2:1 v/v) and then treated with 0.5N HCl at room temperature. The hydrolysis products were analyzed using thin layer chromatography and matrix-assisted laser desorption and ionization time-of-flight (MALDI-TOF) mass spectrometry. We found that for all sphingolipid species tested, the relatively mild acid treatment resulted in the production of a de-N-acylated sphingolipid. A time-course study showed that approximately 15% of the sphingomyelin sample was hydrolyzed in the first 24 h of treatment, and that hydrolysis continued at a slower rate for 3 weeks thereafter. It appeared that sphingolipid deacylation was induced by cyclic elimination of a fatty acid due to N-acyl to O-acyl conversion. The present findings indicate that lysosphingolipids can be generated from sphingolipids under relatively mild acidic conditions.
Authors and Affiliations
Hiroya Hidaka
Keywords
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