AB05831
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    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.


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10mg
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1g
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25mg
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2g
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50mg
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500mg
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5g
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AB05831, purity > 98%, is not in stock, may be available through custom synthesis. Minimum 1 gram order is requested. Current shipping out time is about 70 days after order is received.


Chemical Structure

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Theoretical Analysis

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


Technical Data

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).

Harmonized System Code:
293490


Additional Information

  
 
 
 


References

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.