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Updated: Nov 1, 2025

Chemo-enzymatic Synthesis of N-glycans for Array Development and HIV Antibody Profiling
Published on: February 5, 2018
Synthesis of Thiodisaccharides Bearing N-Acetylhexosamine Residues: Challenges, Achievements and Perspectives
Alejandro E Cristófalo1,2, María Emilia Cano1,2, María Laura Uhrig1,2
1Universidad de Buenos Aires, Facultad de Ciencias Exactas y Naturales., Departamento de Química Orgánica, Intendente Güiraldes, 2160 (C1428EHA), Buenos Aires, Argentina.
Abstract:
Carbohydrate-protein interactions are involved in a myriad of biological processes. Thus, glycomimetics have arisen as one of the most promising synthetic targets to that end. Within the broad variety of glycomimetics, thiodisaccharides have proven to be excellent tools to study these processes, and even more, some of them unveiled interesting biological activities. This review brings together research made on the introduction of N-acetylhexosamine residues into thiodisaccharides to date, passing through classic substitution (as SN 2, thioglycosylation and ring-opening reactions) and addition (as thiol-ene coupling and Michael-type additions) reactions. Recent and interesting developments regarding addition reactions to vinyl azides, cross-coupling reactions and novel chemoenzymatic methods are also discussed.
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