The York Research Database
- » Research
- » York Research Database
- » Publications
- » A 1-acetamido derivative of 6-epi-valienamine: an inhibitor of a diver...
A 1-acetamido derivative of 6-epi-valienamine: an inhibitor of a diverse group of beta-N-acetylglucosaminidases
Research output: Contribution to journal › Article › peer-review
Published copy (DOI)
Author(s)
Department/unit(s)
Publication details
| Journal | Organic and Biomolecular Chemistry |
|---|---|
| Date | Published - 2007 |
| Issue number | 18 |
| Volume | 5 |
| Number of pages | 7 |
| Pages (from-to) | 3013-3019 |
| Original language | English |
Abstract
The synthesis of an analogue of 6-epi-valienamine bearing an acetamido group and its characterisation as an inhibitor of beta-N-acetylglucosaminidases are described. The compound is a good inhibitor of both human O-GlcNAcase and human beta-hexosaminidase, as well as two bacterial beta-N-acetylglucosaminidases. A 3-D structure of the complex of Bacteroides thetaiotaomicron BtGH84 with the inhibitor shows the unsaturated ring is surprisingly distorted away from its favoured solution phase conformation and reveals potential for improved inhibitor potency.
- SUBSTRATE-ASSISTED CATALYSIS, O-GLCNACASE, D-GLUCOSAMINIDASE, GLYCOSIDE HYDROLASE, MECHANISM, HEXOSAMINIDASE, GLUCOSIDASE, ANALOGS, CRYSTALLOGRAPHY, PURIFICATION
Research areas
Discover related content
Find related publications, people, projects, datasets and more using interactive charts.