PUGNAc
| Systematic (IUPAC) name | |
|---|---|
| O-(2-Acetamido-2-deoxy-D-glucopyranosylidene)amino N-phenyl carbamate | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ? |
| Routes | Oral |
| Identifiers | |
| CAS number | 132489-69-1 |
| ATC code | ? |
| PubChem | CID 9576811 |
| Chemical data | |
| Formula | C15H19N3O7 |
| Mol. mass | 353.33 |
| |
|
PUGNAc is a 1,5-hydroximolactone, acting as an inhibitor of a variety of N-acetylhexosaminidases. It was long thought that increased levels of O-GlcNAc in human cells lead to Type II diabetes. O-GlcNAc levels were artificially raised with PUGNAc, which inhibits O-GlcNAcase, a beta-exo-N-acetylhexosaminidase which cleaves beta-O-linked-N-acetylglucosamine residues from glycoproteins. As a result of this inhibition, a type II diabetic phenotype was observed. It was unknown however, whether it was the increased O-GlcNAc levels or inhibition of another N-acetylhexosaminidase within the cell which was generating this phenotype. Recent studies have shown, using a selective O-GlcNAcase inhibitor, that there is no corellation between increased O-GlcNAc levels on glycoproteins and Type II diabetes.
[edit] Fictional references
PUGNAc was used by Michael Scofield in the television series Prison Break to keep his blood sugar level high to appear diabetic and to be resistant to insulin shots he was receiving but did not need.
[edit] External links
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