Issue 9, 2020

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

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.

Graphical abstract: Chemical synthesis of human milk oligosaccharides: lacto-N-neohexaose (Galβ1 → 4GlcNAcβ1→)2 3,6Galβ1 → 4Glc

Supplementary files

Article information

Article type
Paper
Submitted
25 1 2020
Accepted
06 2 2020
First published
06 2 2020

Org. Biomol. Chem., 2020,18, 1747-1753

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

M. D. Bandara, K. J. Stine and A. V. Demchenko, Org. Biomol. Chem., 2020, 18, 1747 DOI: 10.1039/D0OB00172D

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