Tetrafluorination of Sugars as Strategy for Enhancing Protein–Carbohydrate Affinity: Application to UDP‐Galp Mutase Inhibition. Issue 1 (5th December 2013)

• Record Type: Journal Article
• Authors: N'Go, Inès; Golten, Samuel; Ardá, Ana; Cañada, Javier; Jiménez‐Barbero, Jesús; Linclau, Bruno; Vincent, Stéphane P.
• Is Part Of: Chemistry. Volume 20:Issue 1(2014)
• Page Start: 106
• Page End: 112
• Publication Date: 2013-12-05
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201303693
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Tetrafluorinated analogues of both UDP‐galactopyranose and UDP‐galactofuranose have been synthesized and assayed against UDP‐galactopyranose mutase, a key enzyme for <italic>Mycobacterium tuberculosis</italic> cell wall biosynthesis. Competition assays and STD‐NMR spectroscopy techniques have evidenced not only the first unambiguous case of affinity enhancement through local sugar polyfluorination, but also showed that tetrafluorination can still have a beneficial effect on binding when monofluorination at the same position does not.</p> </abstract>