Journal of the American Society for Mass Spectrometry

, Volume 16, Issue 4, pp 565–570

In situ formation of C-glycosides during electrospray ionization tandem mass spectrometry of a series of synthetic amphiphilic cholesteryl polyethoxy neoglycolipids containing N-acetyl-D-glucosamine

Authors

    • Special Projects, Science BranchDepartment of Fisheries and Oceans
    • Biochemistry DepartmentMemorial University of Newfoundland
  • Paul Boullanger
    • Laboratoire de Chimie Organique 2Université Claude Bernard
  • Dominique Lafont
    • Laboratoire de Chimie Organique 2Université Claude Bernard
  • Alejandro Cohen
    • Biochemistry DepartmentMemorial University of Newfoundland
  • Anas El Aneed
    • Biochemistry DepartmentMemorial University of Newfoundland
  • Elizabeth Rowlands
    • Biochemistry DepartmentMemorial University of Newfoundland
Short Communication

DOI: 10.1016/j.jasms.2005.01.003

Cite this article as:
Banoub, J., Boullanger, P., Lafont, D. et al. J Am Soc Mass Spectrom (2005) 16: 565. doi:10.1016/j.jasms.2005.01.003

Abstract

In this communication, the structural analysis of six synthetic O-Linked amphiphilic cholesteryl polyethoxy neoglycolipids containing N-acetyl-D-glucosamine was performed by electrospray ionization mass spectrometry in the positive ion mode, with a QqTOF-MS/MS hybrid instrument. The MS/MS analyses provided evidence for the “in situ” formation, in the collision cell of the tandem mass spectrometer, of an unexpected and unique [C-glycoside]+ product ion, resulting from an ion-molecule reaction between the N-acetyl-D-glucosamine oxonium ion and the neutral cholesta-3,5-diene molecule. Quasi MS3 analysis of this ion resulted in the dissociation of the precursor [C-glycoside]+ ion, which produced the expected third generation N-acetyl-D-glucosamine oxonium and the protonated cholesta-3,5-diene product ions.

Copyright information

© American Society for Mass Spectrometry 2005