A new naphthimidazole derivative for saccharide labeling with enhanced sensitivity in mass spectrometry detection

Abstract

A series of saccharides, including maltoheptose, blood type B antigen, pullulan and the glucan of Ganoderma lucidum, are easily converted into the naphthimidazole (NAIM) derivatives in high yields by the iodine-promoted oxidative condensation. The NAIM-labeled saccharides, without further purification, show enhanced signals in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOFMS). The combined use of NAIM derivatization and MALDI-TOFMS analysis thus provides a rapid method for identification of saccharides even in less than 1pmol of saccharide in the sample. Characterization of the biologically active saccharides and complex polysaccharides is also achieved through the NAIM-derivatization method. This study can be further applied to facilitate the isolation and analysis of novel saccharides. © 2009 John Wiley & Sons, Ltd.