Ym. Zhao et al., RAPID, SENSITIVE STRUCTURE-ANALYSIS OF OLIGOSACCHARIDES, Proceedings of the National Academy of Sciences of the United Statesof America, 94(5), 1997, pp. 1629-1633
We have developed an efficient method for the derivatization of oligos
accharides, wherein the oligosaccharide is efficiently ligated to a ba
sic aminooxyacetyl peptide by oxime formation. The resulting glycopept
ide yields much higher sensitivity in matrix-assisted laser desorption
/ionization mass spectrometry than does the underivatized oligosacchar
ide. Digestion of the glycopeptide by a exoglycosidase array and subse
quent mass spectrometric assay of the digestion products provide a sen
sitive and rapid way to elucidate the structure of the oligosaccharide
, In addition to oligosaccharide sequencing, the ligation reaction bet
ween an oligosaccharide and an aminooxyacetyl peptide also provides a
potentially very convenient and efficient way for the synthesis of gly
copeptides or glycoproteins.