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Synthesis of fluorosugar reagents for the construction of well-defined fluoroglycoproteins.


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Authors

Salvadó, Míriam 
Amgarten, Beatrice 
Castillón, Sergio 
Bernardes, Gonçalo JL 
Boutureira, Omar 

Abstract

2-Deoxy-2-fluoroglycosyl iodides are privileged glycosyl donors for the stereoselective preparation of 1-Nu-β-fluorosugars, which are useful reagents for chemical site-selective protein glycosylation. Ready access to such β-fluorosugars enables the mild and efficient construction of well-defined fluoroglycoproteins.

Description

Keywords

Glycoproteins, Glycosides, Glycosylation, Hydrocarbons, Fluorinated, Indicators and Reagents, Molecular Structure

Journal Title

Org Lett

Conference Name

Journal ISSN

1523-7060
1523-7052

Volume Title

17

Publisher

American Chemical Society (ACS)
Sponsorship
Engineering and Physical Sciences Research Council (EP/M003647/1)
We thank the European Commission (Marie Curie CIG, O.B. and G.J.L.B.), MICINN, Spain (Juan de la Cierva Fellowship, O.B.), MINECO, Spain (CTQ2011-22872BQU) and Generalitat de Catalunya (M.S.) for generous financial support. We also thank Mr. Adrià Cardona-Benages (URV) for technical assis-tance. G.J.L.B. thanks the Royal Society (University Research Fellowship), Fundação para a Ciência a Tecnologia, Portugal (FCT Investigator), and the EPSRC for funding.