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Filipin Complex (Synonyms: U-5956)

Catalog No.GC18406

Filipin complex is a neutral polyene,it has antifungal activity.

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Filipin Complex Chemical Structure

Cas No.: 11078-21-0

Size Price Stock Qty
10mM (in 1mL DMSO)
$130.00
In stock
1mg
$40.00
In stock
5mg
$90.00
In stock
10mg
$143.00
In stock
50mg
$399.00
In stock

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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Protocol

Cell experiment [1]:

Cell lines

CHSE-214 cells

Preparation Method

Control HeLa cells were pre-incubated for 1 h with 0 or 5 µg/ml Filipin Complex and Alexa Fluor 594-conjugated cholera toxin B (CTB-A594) subunit were added. After 30 min, cells were processed for confocal fluorescence microscopy.

Reaction Conditions

0 or 5 µg/ml Filipin Complex for 1 h

Applications

It shows the effect of Filipin Complex on IPNV infection. No effect on viral infection was observed.

References:

[1]. Levican J, Miranda-CÁrdenas C, Soto-Rifo R, Aguayo F, Gaggero A, LeÓn O. Infectious pancreatic necrosis virus enters CHSE-214 cells via macropinocytosis. Sci Rep. 2017 Jun 8;7(1):3068. doi: 10.1038/s41598-017-03036-w. PMID: 28596575; PMCID: PMC5465193.

Background

Filipin complex is a neutral polyene,it has antifungal activity.As a fluorescent compound, Filipin complex can be used for sterol imaging in labeled biological structures,Excitation/emission values of the complexes were 338/480 nm[1,4] . Filipin III (HY-N6718) is the main component of Filipin complex which is composed of four parts[3] . The interaction of Filipin Complex with steroids was found to be related both to the functional group at the 3-position and the aliphatic chain of the steroid[7] .

Cells were pretreated with 1 and 5 g/mL of Filipin Complex for 1 h and infected with IPNV at a MOI of 1 for 1 h. After 12 h of incubation in the presence of the drug, IPNV VP2/VP3 expression was revealed by immunofluorescence. It shows the effect of Filipin Complex on IPNV infection. No effect on viral infection was observed[2] . The Filipin Complex complex can bind various sterols in aqueous solutions and fungal cell membranes, especially 24α-methyl cholesterol, 24α-ethyl cholesterol, and cholesterol, inducing membrane pit formation and leakage of cell contents[5] . The Filipin Complex complex can inhibit cell growth and mitochondrial terminal electron transport in Saccharomyces cerevisiae[6] .

References:
[1]. Castanho MA, Coutinho A, et,al.Absorption and fluorescence spectra of polyene antibiotics in the presence of cholesterol. J Biol Chem. 1992 Jan 5;267(1):204-9. PMID: 1730589
[2]. Levican J, Miranda-CÁrdenas C, et,al. Infectious pancreatic necrosis virus enters CHSE-214 cells via macropinocytosis. Sci Rep. 2017 Jun 8;7(1):3068. doi: 10.1038/s41598-017-03036-w. PMID: 28596575; PMCID: PMC5465193.
[3]. Payero TD, Vicente CM, et,al. Functional analysis of filipin tailoring genes from Streptomyces filipinensis reveals alternative routes in filipin III biosynthesis and yields bioactive derivatives. Microb Cell Fact. 2015 Aug 7;14:114. doi: 10.1186/s12934-015-0307-4. PMID: 26246267; PMCID: PMC4527110.
[4]. KÜhnl A, Musiol A,et,al.Late Endosomal/Lysosomal Cholesterol Accumulation Is a Host Cell-Protective Mechanism Inhibiting Endosomal Escape of Influenza A Virus. mBio. 2018 Jul 24;9(4):e01345-18. doi: 10.1128/mBio.01345-18. PMID: 30042202; PMCID: PMC6058292.
[5]. Kitajima Y, Sekiya T,et,al. Freeze-fracture ultrastructural alterations induced by filipin, pimaricin, nystatin and amphotericin B in the plasmia membranes of Epidermophyton, Saccharomyces and red complex-induced membrane lesions. Biochim Biophys Acta. 1976 Dec 2;455(2):452-65. doi: 10.1016/0005-2736(76)90317-5. PMID: 793632.
[6]. SHAW PD, ALLAM AM,et,al. EFFECT OF FILIPIN ON THE TERMINAL ELECTRON TRANSPORT SYSTEM OF SACCHAROMYCES CEREVISIAE. Biochim Biophys Acta. 1964 Jul 8;89:33-41. doi: 10.1016/0926-6569(64)90098-7. PMID: 14213010.
[7]. Kleinschmidt MG, Chough KS. Effect of filipin on liposomes prepared with different types of steroids. Plant Physiol. 1972 May;49(5):852-6. doi: 10.1104/pp.49.5.852. PMID: 16658060; PMCID: PMC366064.

Chemical Properties

Cas No. 11078-21-0 SDF
Synonyms U-5956
Canonical SMILES N/A
Formula C35H58O11 (for Filipin III) M.Wt 654.8
Solubility DMF: Soluble,DMSO: Soluble,Ethanol: Soluble,Methanol: Soluble Storage Store at -20°C,protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 1.5272 mL 7.6359 mL 15.2718 mL
5 mM 0.3054 mL 1.5272 mL 3.0544 mL
10 mM 0.1527 mL 0.7636 mL 1.5272 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 5 reference(s) in Google Scholar.)

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