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
- Molecular Weight:
- 232.19
- MDL Number:
- MFCD00270017
- MOL File:
- 109944-15-2.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | 0NI8960271 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H319 | |||||||||
| Precautionary statements | P264-P280-P305+P351+P338-P337+P313 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2939800000 | |||||||||
| NFPA 704 |
|
KIFUNENSINE price More Price(27)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | K1140 | Kifunensine mannosidase inhibitor | 109944-15-2 | 1mg | $263 | 2024-03-01 | Buy |
| Sigma-Aldrich | 422500 | Kifunensine A potent alkaloid inhibitor of mannosidase I. | 109944-15-2 | 1mg | $390 | 2024-03-01 | Buy |
| Cayman Chemical | 10009437 | Kifunensine ≥98% | 109944-15-2 | 1mg | $65 | 2024-03-01 | Buy |
| Cayman Chemical | 10009437 | Kifunensine ≥98% | 109944-15-2 | 5mg | $179 | 2024-03-01 | Buy |
| Cayman Chemical | 10009437 | Kifunensine ≥98% | 109944-15-2 | 10mg | $260 | 2024-03-01 | Buy |
KIFUNENSINE Chemical Properties,Uses,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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Zhejiang J&C Biological Technology Co.,Limited | +1-2135480471 +1-2135480471 | sales@sarms4muscle.com | China | 10523 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33349 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 94838 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32344 | 50 |
| Shanghai T&W Pharmaceutical Co., Ltd. | +86 21 61551611 | China | 9901 | 58 | |
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 18521732826; | market@aladdin-e.com | China | 25015 | 65 |
| ShangHai Caerulum Pharma Discovery Co., Ltd. | 18149758185 | sales-cpd@caerulumpharma.com | China | 3419 | 58 |
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