Thiosugar nucleotide analogues: synthesis of uridine 5′-(2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-d-galactopyranosyl diphosphate) Original Research Article

The synthesis of a novel uridine diphosphate galactose (UDP-Gal) analog, (UDP-2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-α-d-galactopyranose) (10) is described. Compound 10 contains a sulfur in the place of oxygen at the 4-position of the galactose moiety. Compound 10 represents a protected form of a novel sugar nucleotide analog that can potentially be used during chemoenzymatic synthesis to modify complex oligosaccharides.