| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1389781 | Carbohydrate Research | 2008 | 7 Pages |
Abstract
The C-1-phosphonate analogue of UDP-GlcNAc has been synthesized using an α-configured C-1-aldehyde as a key intermediate. Addition of the anion of diethyl phosphate to the aldehyde produced the hydroxyphosphonate. The configuration of this key intermediate was determined by X-ray crystallography. Deoxygenation, coupling of the resulting phosphonic acid with UMP and deprotection gave the target molecule as a di-sodium salt. This analogue had no detectable activity as an inhibitor of (OGT).
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Jan Hajduch, Ghilsoo Nam, Eun Ju Kim, Roland Fröhlich, John A. Hanover, Kenneth L. Kirk,