For research use only. Not for therapeutic Use.
AB05831, also known as 2-Acetamido-1,2-dideoxynojirimycin, is a highly potent and specific inhibitor of beta-hexosaminidase. N-Acetyl-3-hexosaminidase (HEX) is a member of lysosomal hydrolases, which catalyzes hydrolysis of terminal, non-reducing N-acetyl-|3-D-glucosamine (GlcNAc) andN-acetyl-(3-D-galactosamine (GalNAc) residues in glycoproteins, gan-gliosides, and glycosaminoglycans (GAGs). HEX, released by chondrocytes into the extracellular compartment, promotes cartilage matrix degradation. Osteoarthritis patients have increased HEX activity in synovial fluid.
| Catalog Number | R004660 |
| CAS Number | 105265-96-1 |
| Synonyms | N-[(3S,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-piperidinyl]acetamide; 2-Acetamido-1,5-imino-1,2,5-trideoxy-D-glucitol; |
| Molecular Formula | C₈H₁₆N₂O₄ |
| Purity | ≥95% |
| Storage | -20°C |
| InChI | InChI=1S/C8H16N2O4/c1-4(12)10-5-2-9-6(3-11)8(14)7(5)13/h5-9,11,13-14H,2-3H2,1H3,(H,10,12)/t5-,6+,7+,8+/m0/s1 |
| InChIKey | GBRAQQUMMCVTAV-LXGUWJNJSA-N |
| SMILES | CC(N[C@H]1CN[C@H](CO)[C@@H](O)[C@@H]1O)=O |
| Reference | </br>1:Stereoselective synthesis of 2-acetamido-1,2-dideoxynojirimycin (DNJNAc) and ureido-DNJNAc derivatives as new hexosaminidase inhibitors. de la Fuente A, Mena-Barragán T, Farrar-Tobar RA, Verdaguer X, García Fernández JM, Ortiz Mellet C, Riera A.Org Biomol Chem. 2015 Jun 21;13(23):6500-10. doi: 10.1039/c5ob00507h. Epub 2015 May 15. PMID: 25975710 </br>2:A novel approach to the 1-deoxynojirimycin system: synthesis from sucrose of 2-acetamido-1, 2-dideoxynojirimycin, as well as some 2-N-modified derivatives. Gradnig G, Legler G, Stütz AE.Carbohydr Res. 1996 Jun 7;287(1):49-57. PMID: 8765059 </br>3:The chemistry of the 1-deoxynojirimycin system. Synthesis of 2-acetamido-1,2-dideoxynojirimycin from 1-deoxynojirimycin. Böshagen H, Heiker FR, Schüller AM.Carbohydr Res. 1987 Jul 1;164:141-8. PMID: 2957054 |
