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Filipin complex from Streptomyces filipinensis

SIGMA/F9765 - ≥70% (UV)

Synonym: Filimarisin

CAS Number: 11078-21-0
MDL Number: MFCD00131073
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-F9765-25MG 25 mg
$235.00
1/EA
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45-F9765-50MG 50 mg
$429.00
1/EA
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Chinese Hamster Ovary (CHO) cells stained with Filipin complex (F9765). Filipin complex was dissolved at 25 mg/mL in DMSO and was further diluted to a working solution at a concentration of 0.05 mg/mL in PBS/10%FBS. After fixation with paraformaldehyde cell were incubated for 2 hours with Filipin complex working solution and images were acquired using UV filter set (340-380 nm excitation, 40 nm dichroic, 430 nm long pass filter).
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: F9765-50MG

 

antibiotic activity spectrum fungi
assay ≥70% (UV)
biological source Streptomyces sp. (Streptomyces filipinensis)
form powder
InChI 1S/C35H58O11/c1-4-5-11-16-31(42)34-33(44)22-29(40)20-27(38)18-25(36)17-26(37)19-28(39)21-32(43)23(2)14-12-9-7-6-8-10-13-15-30(41)24(3)46-35(34)45/h6-10,12-15,24-34,36-44H,4-5,11,16-22H2,1-3H3/b7-6+,10-8+,12-9+,15-13+,23-14+/t24-,25+,26-,27+,28-,29+,30+,31-,32+,33+,34-/m1/s1
InChI key IMQSIXYSKPIGPD-YQRUMEKGSA-N
mode of action cell membrane | interferes
Quality Level 200 
solubility methanol: 9.80-10.20 mg/mL, clear to hazy, yellow to very deep greenish-yellow
storage temp. −20°C
Application: Filipin complex from Streptomyces filipinensis has been used as a profluorescence probe to detect the free cholesterol in cell.
Biochem/physiol Actions: Filipin is a polyene macrolide antibiotic and antifungal. The antifungal mechanism of action is unclear but may be due to altering membrane permeability and associated functions via binding to membrane sterols. Filipin binds to membrane sterols such as cholesterol, and it both inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.
Biochem/physiol Actions: Filipin is a polyene macrolide antibiotic and antifungal. The antifungal mechanism of action is unclear but may be due to altering membrane permeability. Filipin binds to model crystalline phase lipid bilayers containing cholesterol, and to liquid phase bilayers with or without cholesterol, in an orientation that forms membrane pores.It both inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.
General description: Chemical structure: macrolide
Other Notes: Filipin contains 8 isomeric components, with filipin III as the major component.
Packaging: 25 mg in poly bottle
Packaging: 50 mg in glass bottle
Purity ≥70% (UV)
Storage Temp. −20°C
UNSPSC 12352202

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