CAS 109944-15-2
:Kifunensine, Kitasatosporia kifunense
Description:
Kifunensine is a natural product derived from the actinobacterium Kitasatosporia kifunense, known for its role as a potent inhibitor of glycosylation processes. It is classified as a mannosidase inhibitor, specifically targeting the enzyme α-mannosidase, which is crucial in the processing of glycoproteins. This inhibition can affect various biological pathways, making kifunensine a valuable tool in biochemical research, particularly in studies related to protein folding and glycosylation. The compound is characterized by its complex structure, which includes multiple functional groups that contribute to its biological activity. Kifunensine has garnered interest for its potential applications in therapeutic contexts, particularly in cancer research and the study of viral infections, where glycosylation plays a significant role in pathogen-host interactions. Additionally, its unique properties make it a subject of interest in the field of medicinal chemistry, where understanding its mechanism of action could lead to the development of novel therapeutic agents.
Formula:C8H12N2O6
InChI:InChI=1/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)/t2-,3-,4+,5+,6+/m1/s1
InChI key:InChIKey=OIURYJWYVIAOCW-PQMKYFCFSA-N
SMILES:C(O)[C@H]1N2[C@@]([C@@H](O)[C@@H](O)[C@@H]1O)(NC(=O)C2=O)[H]
Synonyms:- (5R,6R,7S,8R,8aS)-6,7,8-trihydroxy-5-(hydroxymethyl)hexahydroimidazo[1,2-a]pyridine-2,3-dione
- (5R,6R,7S,8R,8aS)-Hexahydro-6,7,8-trihydroxy-5-(hydroxymethyl)imidazo[1,2-a]pyridine-2,3-dione
- Fr 900494
- Imidazo[1,2-a]pyridine-2,3-dione, hexahydro-6,7,8-trihydroxy-5-(hydroxymethyl)-, (5R,6R,7S,8R,8aS)-
- Imidazo[1,2-a]pyridine-2,3-dione, hexahydro-6,7,8-trihydroxy-5-(hydroxymethyl)-, [5R-(5α,6β,7α,8α,8aα)]-
- Kifunensine
- (5R,8aS)-1,5,6,7,8,8a-Hexahydro-6β,7α,8α-trihydroxy-5α-(hydroxymethyl)imidazo[1,2-a]pyridine-2,3-dione
- [5R-(5α,6β,7α,8α,8aα)]-
- Hexahydro-6R,7S,8aS-trihydroxy-5R-(hydroxymethyl)-imidazo[1,2-a] pyridine-2,3-dione
- KIFUNENSINE, KITASATOSPORIA KIFUNENSE
- FR 900494, Hexahydro-6R,7S,8aS-trihydroxy-5R-(hydroxymethyl)-imidazo[1,2-a] pyridine-2,3-dione
- Imidazo1,2-apyridine-2,3-dione, hexahydro-6,7,8-trihydroxy-5-(hydroxymethyl)-, (5R,6R,7S,8R,8aS)-
- See more synonyms
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Found 9 products.
Imidazo[1,2-a]pyridine-2,3-dione,hexahydro-6,7,8-trihydroxy-5-(hydroxymethyl)-, (5R,6R,7S,8R,8aS)-
CAS:Formula:C8H12N2O6Purity:98%Color and Shape:SolidMolecular weight:232.1907Kifunensine
CAS:Controlled Product<p>Stability Desiccate and Store at -20°C<br>Applications Kifunensine is an alkaloid produced by the fungus, Kitasatosporia kifunense, and has been shown to be a weak inhibitor of aryl mannosidase. It is a unique oxamide derivative of mannojirimycin and a potent inhibitor of the glycoprotein processing enzyme mannosidase I. Kifunenesine is ineffective in inhibiting either mannosidase II or the endoplasmic reticulum (ER) a-mannosidase. It also possesses immunomodulating properties based on chemical, physicochemical and x-ray crystallographic analysis.When tested in cell culture using influenza virus-infected MDCK cells, kifunensine, at 1 mg/ml or less, caused almost complete inhibition of complex chain formation with the accumulation of Man9(GlcNAc)2. Thus, kifunensine was proven to be 50 to 100 times more effective than deoxymannojirimycin.Ph<br>References Iwami, M., et al.: J. Antibiotic., 40, 612 (1987); Elbein, A.D., et al.: J. Biol. Chem., 265, 15599 (1990); Elbein, A.D., et al.: Archives of Biochem & Biophys., 288, 1, 177 (1991); Kayakiri, H., et al.: Chem. Pharm. Bull., 39(6), 1378 (1991)<br></p>Formula:C8H12N2O6Color and Shape:White To Off-WhiteMolecular weight:232.19Kifunensine - Bio-X ™
CAS:<p>Kifunensine is a small molecule inhibitor that was designed and synthesized to inhibit plant and animal α-mannosidase I. It is a potent and specific inhibitor with IC50 in nanomolar range. It inhibits the enzyme isoforms in Golgi apparatus (GMI) and endoplasmatic reticulum (ERMI). The compound prevents mannose trimming on glycoproteins and shifts the glycoform content from complex to oligomannose type. Used for the production of recombinant therapeutic glycoproteins with mannose rich N-linked glycans.</p>Formula:C8H12N2O6Purity:Min. 95%Color and Shape:White PowderMolecular weight:232.19 g/molKifunensine
CAS:<p>Kifunensine is a potent and specific inhibitor of plant and animal α-mannosidase I with IC50 in nanomolar range. It inhibits the enzyme isoforms in Golgi apparatus (GMI) and endoplasmatic reticulum (ERMI). The compound prevents mannose trimming on glycoproteins and shifts the glycoform content from complex to oligomannose type. It's used for the production of recombinant therapeutic glycoproteins with mannose rich N-linked glycans.</p>Formula:C8H12N2O6Purity:Min. 99 Area-%Color and Shape:PowderMolecular weight:232.19 g/molKifunensine-13C2 ,15N
CAS:Controlled Product<p>Applications Kifunensine-13C2 ,15N, is the labeled analogue of Kifunensine (K450000), which is a potent inhibitor of the mannosidase I enzyme and is primarily used in cell culture to make high mannose glycoproteins.<br>References Iwami, M., et al.: J. Antibiotic., 40, 612 (1987); Elbein, A.D., et al.: J. Biol. Chem., 265, 15599 (1990); Elbein, A.D., et al.: Archives of Biochem & Biophys., 288, 1, 177 (1991); Kayakiri, H., et al.: Chem. Pharm. Bull., 39(6), 1378 (1991);<br></p>Formula:C2C6H1215NNO6Color and Shape:NeatMolecular weight:235.169
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