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Chemical synthesis of human milk oligosaccharides: lacto-N-neohexaose (Gal?1 ? 4GlcNAc?1?)2 3,6Gal?1 ? 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.

SUBMITTER: Bandara MD

PROVIDER: S-EPMC7658587 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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

Bandara Mithila D MD Stine Keith J KJ Demchenko Alexei V AV

Organic & biomolecular chemistry 20200301 9

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. ...[more]

PMID: 32048706

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