K450000 Chemical Structure

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Product Description

Catalogue NumberK450000
Chemical NameKifunensine
Synonyms[5R-(5α,6β,7α,8α,8aα)]-Hexahydro-6,7,8-trihydroxy-5-(hydroxymethyl)-imidazo[1,2-a]pyridine-2,3-dione; (+)-Kifunensine; FR 900494
CAS Number109944-15-2
Molecular FormulaC8H12N2O6
AppearanceWhite to Off-White Solid
Melting Point>208°C (dec.)
Molecular Weight232.19
Storage-20°C Freezer
SolubilityDMSO (Slightly, Heated), Methanol (Very Slightly, Heated, Sonicated), Water (Ver
StabilityDesiccate and Store at -20°C
Category Standards; Enzyme Activators and Inhibitors; Glycosidase Inhibitors;
ApplicationsKifunensine 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
ReferencesIwami, 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)