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Angew Chem Int Ed Engl. 2021 Dec 13;60(51):26555-26560. doi: 10.1002/anie.202112574. Epub 2021 Nov 09.

General Tolerance of Galactosyltransferases toward UDP-galactosamine Expands Their Synthetic Capability.

Angewandte Chemie (International ed. in English)

Xuan Fu, Madhusudhan Reddy Gadi, Shuaishuai Wang, Jinghua Han, Ding Liu, Xi Chen, Jun Yin, Lei Li

Affiliations

  1. Department of Chemistry, Georgia State University, Atlanta, GA, 30303, USA.
  2. Center for Diagnostics & Therapeutics, Georgia State University, Atlanta, GA, 30303, USA.
  3. Department of Chemistry, University of California, Davis, Davis, CA, 95616, USA.

PMID: 34661966 DOI: 10.1002/anie.202112574

Abstract

Accessing large numbers of structurally diverse glycans and derivatives is essential to functional glycomics. We showed a general tolerance of galactosyltransferases toward uridine-diphosphate-galactosamine (UDP-GalN), which is not a commonly used sugar nucleotide donor. The property was harnessed to develop a two-step chemoenzymatic strategy for facile synthesis of novel and divergent N-acetylgalactosamine (GalNAc)-glycosides and derivatives in preparative scales. The discovery and the application of the new property of existing glycosyltransferases expand their catalytic capabilities in generating novel carbohydrate linkages, thus prompting the synthesis of diverse glycans and glycoconjugates for biological studies.

© 2021 Wiley-VCH GmbH.

Keywords: GalNAc-glycosides; UDP-galactosamine; galactosyltransferase; general tolerance

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