MW 232.19 Da. Cell-permeable, potent, selective inhibitor of class I α-mannosidases. (IC50 = 20-50 nM for mung bean α-1,2-mannosidase I). Alkaloid originally isolated from the actinomycete Kitasatosporia kifunense. Used to suppress Endoplasmic Reticulum-Associated Degradation (ERAD) via the inhibition of endoplasmic reticulum-associated mannosidase activity.
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- Journal of nanobiotechnology 20:3232022Immune-regulating strategy against rheumatoid arthritis by inducing tolerogenic dendritic cells with modified zinc peroxide nanoparticles.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHan Qiao,Jingtian Mei,Kai Yuan,Kai Zhang,Feng Zhou,Tingting Tang,Jie ZhaoPubMed 35836178
- Biochemistry 42:13812-62003Comparison of kifunensine and 1-deoxymannojirimycin binding to class I and II alpha-mannosidases demonstrates different saccharide distortions in inverting and retaining catalytic mechanisms.Applications:Unspecified applicationReactive species:Unspecified reactive speciesNiket Shah,Douglas A Kuntz,David R RosePubMed 14636047
- The Journal of biological chemistry 265:15599-6051990Kifunensine, a potent inhibitor of the glycoprotein processing mannosidase I.Applications:Unspecified applicationReactive species:Unspecified reactive speciesA D Elbein,J E Tropea,M Mitchell,G P KaushalPubMed 2144287
Key facts
- CAS number
- 109944-15-2
- Form
- Solid
- Molecular weight
- 232.19 Da
- Molecular formula
- C8H12N2O6
- PubChem identifier
- 130611
- Nature
- Synthetic
Target data
Recommended products
MW 232.19 Da. Cell-permeable, potent, selective inhibitor of class I α-mannosidases. (IC50 = 20-50 nM for mung bean α-1,2-mannosidase I). Alkaloid originally isolated from the actinomycete Kitasatosporia kifunense. Used to suppress Endoplasmic Reticulum-Associated Degradation (ERAD) via the inhibition of endoplasmic reticulum-associated mannosidase activity.
Key facts
- CAS number
- 109944-15-2
- Form
- Solid
- Molecular weight
- 232.19 Da
- Molecular formula
- C8H12N2O6
- PubChem identifier
- 130611
- Nature
- Synthetic
- Solubility
Soluble in DMSO up to 35 mg/ml.
- Biochemical name
- Kifunensine
- Biological description
Cell-permeable, potent, selective inhibitor of class I α-mannosidases. (IC50 = 20-50 nM for mung bean α-1,2-mannosidase I). Alkaloid originally isolated from the actinomycete Kitasatosporia kifunense. Used to suppress Endoplasmic Reticulum-Associated Degradation (ERAD) via the inhibition of endoplasmic reticulum-associated mannosidase activity.
- Canonical SMILES
- C(C1C(C(C(C2N1C(=O)C(=O)N2)O)O)O)O
- Isomeric SMILES
- C([C@@H]1[C@H]([C@@H]([C@@H]([C@@H]2N1C(=O)C(=O)N2)O)O)O)O
- InChI
- InChI=1S/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
- InChIKey
- OIURYJWYVIAOCW-PQMKYFCFSA-N
- IUPAC name
- (5R,6R,7S,8R,8aS)-6,7,8-trihydroxy-5-(hydroxymethyl)-1,5,6,7,8,8a-hexahydroimidazo[1,2-a]pyridine-2,3-dione
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions
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1 product image
Chemical Structure - Kifunensine, class I alpha-mannosidase inhibitor (ab215116)
2D chemical structure image of ab215116, Kifunensine, class I alpha-mannosidase inhibitor
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