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Enzymatic Building-Block Synthesis for Solid-Phase Automated Glycan Assembly.

ABSTRACT: Automated chemical oligosaccharide synthesis is an attractive concept that has been successfully applied to a large number of target structures, but requires excess quantities of suitably protected and activated building blocks. Herein we demonstrate the use of biocatalysis to supply such reagents for automated synthesis. By using the promiscuous NmLgtB-B ?1-4 galactosyltransferase from Neisseria meningitidis we demonstrate fast and robust access to the LacNAc motif, common to many cell-surface glycans, starting from either lactose or sucrose as glycosyl donors. The enzymatic product was shown to be successfully incorporated as a complete unit into a tetrasaccharide target by automated assembly.

SUBMITTER: Marchesi A

PROVIDER: S-EPMC7756758 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Enzymatic Building-Block Synthesis for Solid-Phase Automated Glycan Assembly.

Marchesi Andrea A Parmeggiani Fabio F Louçano João J Mattey Ashley P AP Huang Kun K Gupta Tanistha T Salwiczek Mario M Flitsch Sabine L SL

Angewandte Chemie (International ed. in English) 20201002 50

Automated chemical oligosaccharide synthesis is an attractive concept that has been successfully applied to a large number of target structures, but requires excess quantities of suitably protected and activated building blocks. Herein we demonstrate the use of biocatalysis to supply such reagents for automated synthesis. By using the promiscuous NmLgtB-B β1-4 galactosyltransferase from Neisseria meningitidis we demonstrate fast and robust access to the LacNAc motif, common to many cell-surface ...[more]

PMID: 32857448

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