KIFUNENSINE
- Product Name
- KIFUNENSINE
- CAS No.
- 109944-15-2
- Chemical Name
- KIFUNENSINE
- Synonyms
- FR 900494;Kifunensin;KIFUNENSINE;Kifunensine min. 99%;[5R-(5α,6β,7α,8α,8aα)]-;Kifunensine, (+)- - FR 900494;KIFUNENSINE, KITASATOSPORIA KIFUNENSE;Kifunensine, Kitasatosporia kifunense - CAS 109944-15-2 - Calbiochem;Hexahydro-6R,7S,8aS-trihydroxy-5R-(hydroxymethyl)-imidazo[1,2-a] pyridine-2,3-dione;(5R,6R,7S,8R,8AS)-6,7,8-trihydroxy-5-(hydroxymethyl)hexahydroimidazo[1,2-a]pyridine-2,3-dione
- CBNumber
- CB7233173
- Molecular Formula
- C8H12N2O6
- Formula Weight
- 232.19
- MOL File
- 109944-15-2.mol
KIFUNENSINE Property
- Melting point:
- >280°C
- Density
- 1.85±0.1 g/cm3(Predicted)
- storage temp.
- −20°C
- solubility
- water, double-distilled: soluble50MM
- form
- White solid
- pka
- 9.61±0.70(Predicted)
- color
- White
- Water Solubility
- Soluble to 5 mM in water with sonication
- Stability:
- Desiccate and Store at -20°C
Safety
- WGK Germany
- 3
- HS Code
- 2939800000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- K1140
- Product name
- Kifunensine
- Purity
- mannosidase inhibitor
- Packaging
- 1mg
- Price
- $263
- Updated
- 2024/03/01
- Product number
- 422500
- Product name
- Kifunensine
- Purity
- A potent alkaloid inhibitor of mannosidase I.
- Packaging
- 1mg
- Price
- $390
- Updated
- 2024/03/01
- Product number
- 10009437
- Product name
- Kifunensine
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $65
- Updated
- 2024/03/01
- Product number
- 10009437
- Product name
- Kifunensine
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $179
- Updated
- 2024/03/01
- Product number
- 10009437
- Product name
- Kifunensine
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $260
- Updated
- 2024/03/01
KIFUNENSINE Chemical Properties,Usage,Production
Description
Historically isolated from Kitasatosporia kifunense.1?Kifunensine (CAS 109944-15-2) is an inhibitor of class I α-mannosidases which inhibit glycoprotein processing. Inhibits human endoplasmic reticulum α-1,2-mannosidase I and Golgi Class I mannosidases IA, IB and IC with Ki values of 130 and 23 nM respectively.2 Inhibition of endoplasmic reticulum a-mannosidase I activity rescues the human a-sarcoglycan R77C mutation suggesting a new pharmacological approach for limb girdle muscular dystrophy type 2D patients carrying mutations that impair a-sarcoglycan trafficking.3 Improves maturation of misfolded proteins.4
Chemical Properties
White Powder
Uses
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
General Description
A potent alkaloid inhibitor of mannosidase I. Does not affect mannosidase II and the endoplasmic reticulum α-mannosidase.
Biological Activity
Inhibitor of class I α -mannosidases that inhibits glycoprotein processing. Inhibits human endoplasmic reticulum α -1,2-mannosidase I and Golgi Class I mannosidases IA, IB and IC with K i values of 130 and 23 nM respectively.
Biochem/physiol Actions
Product does not compete with ATP.
storage
Store at -20°C
References
1)?Iwami et al. (1987), A new immunomodulator, FR-900494: taxonomy, fermentation, isolation, and physico-chemical and biological characteristics; J.Antibiot. (Tokyo) 40 612 2)?Elbein et al. (1990), Kifunensine, a potent inhibitor of the glycoprotein processing mannosidase I; ?J.Biol.Chem. 265 15599 3)?Bartoli et al. (2008), Mannosidase I inhibition rescues the human alpha-sarcoglycan R77C recurrent mutation; ?Hum.Mol.Genet. 17 1214 4)?Wang et al. (2011), Inhibition of endoplasmic reticulum-associated degradation rescues native folding in loss of function protein misfolding diseases; J.Biol.Chem. 286 43454
KIFUNENSINE Preparation Products And Raw materials
Raw materials
Preparation Products
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