Synthesis and Antigenicity of Glycolipid-Based Neoglycoconjugates

Reductive amination to e-amino groups of lysine residues in proteins 

Copolymerization of allyl glycosides with acrylamide is a simple, direct method for the synthesis of non-protein-based NGCs,110 and has been used by Verez-Bencomo and co-workers111 to prepare leprosy-related conjugates. The same limitations as before apply to the preparation and use of allyl glycosidic substituents. 

In an alternative route employing fewer overall steps, Borbas and Lipt k119 synthesized the trisaccharide hapten as a 4-aminophenyl glycoside protected as the (V-trifluoroacetyl derivative 13 for potential conjugation to protein.108 Ethyl 1-thio-a-L-rhamnopyranoside as the 2,3-O-diphenylmethylene acetal 23 was the precursor for both rhamnosyl residues. Condensation of 23 with glycosyl bromide 24 with silver triflate as promoter, followed by O-deacetylation and O-benzyliden- 

Synthesis and Antigenicity of Neoglycoconjugates Related to the Glycopeptidolipids of the M. avium Complex 

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