WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 510314
CAS#: 105265-96-1
Description: 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.
MedKoo Cat#: 510314
Name: AB05831
CAS#: 105265-96-1
Chemical Formula: C8H16N2O4
Exact Mass: 204.11101
Molecular Weight: 204.22
Elemental Analysis: C, 47.05; H, 7.90; N, 13.72; O, 31.34
Synonym: AB-05831; AB 05831; AB05831; 2-ADN; DGJNAc; 2-Acetamido-1,2-dideoxynojirimycin; 1,2-dideoxy-2-Nacetamidonojirimycin; 2-Acetamido-1,5-imino-1,2,5-trideoxy-Dglucitol; PubChem ID170506941.
IUPAC/Chemical Name: N-((3S,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl)acetamide
InChi Key: GBRAQQUMMCVTAV-LXGUWJNJSA-N
InChi Code: 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
SMILES Code: CC(N[C@H]1CN[C@H](CO)[C@@H](O)[C@@H]1O)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 204.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Kim YK, Kim KR, Kang DG, Jang SY, Kim YH, Cha HJ. Suppression of beta-N-acetylglucosaminidase in the N-glycosylation pathway for complex glycoprotein formation in Drosophila S2 cells. Glycobiology. 2009 Mar;19(3):301-8. doi: 10.1093/glycob/cwn138. Epub 2008 Dec 2. PubMed PMID: 19054802.
2: Watanabe S, Kokuho T, Takahashi H, Takahashi M, Kubota T, Inumaru S. Sialylation of N-glycans on the recombinant proteins expressed by a baculovirus-insect cell system under beta-N-acetylglucosaminidase inhibition. J Biol Chem. 2002 Feb 15;277(7):5090-3. Epub 2001 Dec 6. PubMed PMID: 11741890.
3: Zhao KW, Neufeld EF. Purification and characterization of recombinant human alpha-N-acetylglucosaminidase secreted by Chinese hamster ovary cells. Protein Expr Purif. 2000 Jun;19(1):202-11. PubMed PMID: 10833408.
4: Gradnig G, Legler G, Stütz AE. 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. Carbohydr Res. 1996 Jun 7;287(1):49-57. PubMed PMID: 8765059.
5: Woynarowska B, Wikiel H, Sharma M, Carpenter N, Fleet GW, Bernacki RJ. Inhibition of human ovarian carcinoma cell- and hexosaminidase- mediated degradation of extracellular matrix by sugar analogs. Anticancer Res. 1992 Jan-Feb;12(1):161-6. PubMed PMID: 1567163.
6: Legler G, Lüllau E, Kappes E, Kastenholz F. Bovine N-acetyl-beta-D-glucosaminidase: affinity purification and characterization of its active site with nitrogen containing analogs of N-acetylglucosamine. Biochim Biophys Acta. 1991 Oct 25;1080(2):89-95. PubMed PMID: 1932095.
7: Butters TD, Scudder P, Rotsaert J, Petursson S, Fleet GW, Willenbrock FW, Jacob GS. Purification to homogeneity of Charonia lampas alpha-fucosidase by using sequential ligand-affinity chromatography. Biochem J. 1991 Oct 1;279 ( Pt 1):189-95. PubMed PMID: 1930138; PubMed Central PMCID: PMC1151565.
8: Nagahashi G, Tu SI, Fleet G, Namgoong SK. Inhibition of cell wall-associated enzymes in vitro and in vivo with sugar analogs. Plant Physiol. 1990 Feb;92(2):413-8. PubMed PMID: 16667291; PubMed Central PMCID: PMC1062307.
9: Böshagen H, Heiker FR, Schüller AM. The chemistry of the 1-deoxynojirimycin system. Synthesis of 2-acetamido-1,2-dideoxynojirimycin from 1-deoxynojirimycin. Carbohydr Res. 1987 Jul 1;164:141-8. PubMed PMID: 2957054.
