Article ID Journal Published Year Pages File Type
1390837 Carbohydrate Research 2007 7 Pages PDF
Abstract

1H-[1,2,3]-Triazol-1-yl mannosides have been synthesized as inhibitors for the β-galactoside-binding family of galectin proteins. Easier synthetic access to C1 in mannose, as compared to C3 in galactose, for attachment of affinity-enhancing triazoles rendered a synthetic advantage. The best mannose-derived inhibitor for galectin-9N, 4-benzylaminocarbonyl-1H-[1,2,3]-triazol-1-yl β-d-mannopyranoside, had a Kd value of 540 μM, which compares favorably with its galactoside counterpart (Kd = 670 μM) and with LacNAc (Kd = 500 μM).

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
Authors
, , , ,