Issue 47, 2020

Chemoenzymatic synthesis of 3-deoxy-3-fluoro-l-fucose and its enzymatic incorporation into glycoconjugates

Abstract

The first synthesis of 3-deoxy-3-fluoro-L-fucose is presented, which employs a D- to L-sugar translation strategy, and involves an enzymatic oxidation of 3-deoxy-3-fluoro-L-fucitol. Enzymatic activation (FKP) and glycosylation using an α-1,2 and an α-1,3 fucosyltransferase to obtain two fluorinated trisaccharides demonstrates its potential as a novel versatile chemical probe in glycobiology.

Graphical abstract: Chemoenzymatic synthesis of 3-deoxy-3-fluoro-l-fucose and its enzymatic incorporation into glycoconjugates

Supplementary files

Article information

Article type
Communication
Submitted
25 mar 2020
Accepted
28 abr 2020
First published
29 abr 2020

Chem. Commun., 2020,56, 6408-6411

Chemoenzymatic synthesis of 3-deoxy-3-fluoro-L-fucose and its enzymatic incorporation into glycoconjugates

P. Valverde, J. Vendeville, K. Hollingsworth, A. P. Mattey, T. Keenan, H. Chidwick, H. Ledru, K. Huonnic, K. Huang, M. E. Light, N. Turner, J. Jiménez-Barbero, M. C. Galan, M. A. Fascione, S. Flitsch, W. B. Turnbull and B. Linclau, Chem. Commun., 2020, 56, 6408 DOI: 10.1039/D0CC02209H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements