Linkage and sequence analysis of neutral oligosaccharides by negative-ion MALDI tandem mass spectrometry with laser-induced dissociation

Anal Chim Acta. 2019 Sep 13:1071:25-35. doi: 10.1016/j.aca.2019.04.067. Epub 2019 Apr 29.

Abstract

Mass spectrometry (MS) has become the primary method for high-sensitivity structural determination of oligosaccharides. Fragmentation in the negative-ion MS can provide a wealth of structural information and these can be used for sequence determination. However, although negative-ion MS of neutral oligosaccharide using the deprotonated molecule [M-H]- as the precursor has been very successful for electrospray ionization (ESI), it has only limited success for matrix-assisted laser desorption/ionization (MALDI). In the present study, the features of negative-ion MALDI primary spectra were investigated in detail and the product-ion spectra using [M-H]- and [M+Cl]- as the precursors were carefully compared. The formation of [M-H]- was the main difficulty for MALDI while [M+Cl]- was proved to be useful as alternative precursor anion for MALDI-MS/MS to produce similar fragmentation for sequencing of neutral oligosaccharides. N-(1-naphthyl)ethylenediamine dihydrochloride was then used as both the matrix and the Cl- dopant to evaluate the extent of structural information that can be obtained by negative-ion fragmentation from [M+Cl]- using laser-induced dissociation (LID)-MS/MS for linkage assignment of gluco-oligosaccharides and for typing of blood-group ABO(H) and Lewis antigens on either type 1 or type 2 backbone-chains.

Keywords: Blood-group related antigens; Gluco-oligosaccharides; Laser-induced dissociation; Linkage analysis; Negative-ion matrix-assisted laser desorption/ionization tandem mass spectrometry; Typing.

MeSH terms

  • ABO Blood-Group System / analysis*
  • ABO Blood-Group System / chemistry
  • Blood Grouping and Crossmatching / methods
  • Carbohydrate Sequence
  • Glucans / analysis*
  • Glucans / chemistry
  • Lewis Blood Group Antigens / analysis*
  • Lewis Blood Group Antigens / chemistry
  • Oligosaccharides / analysis*
  • Oligosaccharides / chemistry
  • Sequence Analysis
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / methods
  • Tandem Mass Spectrometry / methods

Substances

  • ABO Blood-Group System
  • Glucans
  • Lewis Blood Group Antigens
  • Oligosaccharides