Background: The GlcNAc related sulfated disaccharides were reported to show inhibitory
activity on breast tumor cells (MDA-MB-231). However, synthesis of sulfated disaccharides is laborious
and time consuming, and there is a need to find more efficient methods to generate the sulfated disaccharide
libraries in acceptable ratios and in respectable yields. Random glycosylation followed by
sulfation may be a good method to synthesize sulfated disaccharide library. However, there is a dearth
of simple methods to generate the GalNAc and GlcNAc related disaccharides with acceptable ratio by
Results: Following a generic procedure, random glycosylation of unprotected monosaccharides and
followed by deprotection, acetylation, deacetylation, and purification, yielded the GalNAc-GlcNAc disaccharide
library containing three β-linked disaccharides with a 1:1:1 ratio and the GlcNAc-Gal disaccharide
library containing four β-linked disaccharides with 1:1:2:2 ratio. These results were confirmed
by comparison of their proton NMR spectra with that of standard disaccharides.
Conclusion: Random glycosylation was employed to generate GalNAc and GlcNAc related disaccharide
libraries and was demonstrated as the most efficient method thus far for the synthesis of GalNAc
and GlcNAc related disaccharide libraries with excellent ratios, which further can be used as the starting
materials for random sulfation to synthesize the sulfated disaccharide libraries.