Mass spectrometric analysis of carbohydrates labeled with a biotinylated tag.

A derivatization method for mass spectrometric analysis of oligosaccharides is presented. Small saccharides, complex, high-mannose-type oligosaccharides and oligosaccharides released from hen ovalbumin were converted into their biotin derivatives by incubating them with biotinamidocaproyl hydrazide (BACH). Improved sensitivity of mass spectrometric analysis of labeled glycans in comparison with their natural counterparts was achieved after derivatization. The labeling reagent contains a biotin handle at one end and a hydrazide group at the other. Hence, the key feature of biotinylated sugars is that in addition to their usefulness in functional studies (e.g. analysis of the interaction between lectins and biotin-derivatized oligosaccharides) they might be utilized also for structural analysis of oligosaccharides. Mass spectrometric studies were performed by matrix-assisted laser desorption/ionization time-of-flight and electrospray ionization mass spectrometry.