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Chemical synthesis of human milk oligosaccharides: lacto-<i>N</i>-neohexaose (Galβ1 → 4GlcNAcβ1→)<sub>2</sub>3,6Galβ1 → 4Glc

Mithila D. Bandara, Keith J. Stine, Alexei V. Demchenko

2020Organic & Biomolecular Chemistry31 citationsDOIOpen Access PDF

Abstract

The first chemical synthesis of lacto-N-neohexaose (LNnH) has been completed using a convergent synthetic strategy. The reaction conditions and donor-acceptor combinations have been carefully refined to minimize side reactions and achieve high yields in all glycosylation steps. Lacto-N-neotetraose, another common human milk oligosaccharide, was also synthesized en route to the target LNnH.

Topics & Concepts

ChemistryFood scienceStereochemistryInfant Nutrition and HealthCarbohydrate Chemistry and SynthesisGlycosylation and Glycoproteins Research