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Documentos Principais

F4767

Sigma-Aldrich

Filipin III from Streptomyces filipinensis

≥85% (HPLC)

Sinônimo(s):

Filimarisin

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R$ 1.742,00
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1 MG
R$ 1.742,00
5 MG
R$ 6.979,00

About This Item

Fórmula empírica (Notação de Hill):
C35H58O11
Número CAS:
Peso molecular:
654.83
Número MDL:
Código UNSPSC:
12352202
ID de substância PubChem:
NACRES:
NA.77

R$ 1.742,00


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Nível de qualidade

Ensaio

≥85% (HPLC)

Formulário

powder

pf

163-180  °C

solubilidade

methanol: 9.80-10.20 mg/mL, clear, colorless to yellow

espectro de atividade do antibiótico

fungi
yeast

Modo de ação

cell membrane | interferes

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CCCCCC(O)C1C(O)CC(O)CC(O)CC(O)CC(O)CC(O)CC(O)C(C)=C\C=C\C=C\C=C\C=C\C(O)C(C)OC1=O

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-

chave InChI

IMQSIXYSKPIGPD-BWJOQPJXSA-N

Aplicação

Filipin has been used in a double staining procedure as a probe for the detection of lipoproteins in polyacrylamide gel and immobilized on nitrocellulose membranes.
Filipin has been used in a double staining procedure as a probe for the detection of lipoproteins in polyacrylamide gel and immobilized on nitrocellulose membranes. It is also widely used to localize and quantitate unesterified cholesterol by virtue of a specific fluorescent complex.

Ações bioquímicas/fisiológicas

Filipin is a polyene macrolide antibiotic and antifungal. The antifungal mechanism of action may be due to altering membrane permeability and associated functions by binding to membrane sterols. Filipin inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.

Outras notas

Filipin III is the major component of 8 isomeric components in filipin.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Patrycja Kozik et al.
Nature cell biology, 15(1), 50-60 (2012-12-25)
Clathrin-mediated endocytosis is essential for a wide range of cellular functions. We used a multi-step siRNA-based screening strategy to identify regulators of the first step in clathrin-mediated endocytosis, formation of clathrin-coated vesicles (CCVs) at the plasma membrane. A primary genome-wide
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 24(4), 1128-1138 (2009-12-08)
As in other eukaryotes, plant plasma membranes contain sphingolipids, phospholipids, and free sterols. In addition, plant plasma membranes also contain sterol derivatives and usually <5 mol% of a galactolipid, digalactosyldiacylglycerol (DGDG). We earlier reported that compared to fully fertilized oats
Dimitri Moreau et al.
EMBO reports, 20(7), e47055-e47055 (2019-07-04)
Most cells acquire cholesterol by endocytosis of circulating low-density lipoproteins (LDLs). After cholesteryl ester de-esterification in endosomes, free cholesterol is redistributed to intracellular membranes via unclear mechanisms. Our previous work suggested that the unconventional phospholipid lysobisphosphatidic acid (LBPA) may play
T N Efremova et al.
Tsitologiia, 54(6), 508-514 (2012-09-25)
Cholesterol is one of the major lipid components of plasma membrane and it plays an important role in various signaling processes in mammalian cells. Our study focused on the role of membrane cholesterol in organization and dynamics of actin cytoskeleton.
Laura Calpe-Berdiel et al.
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The ABCA2 transporter shares high structural homology to ABCA1, which is crucial for the removal of excess cholesterol from macrophages and, by extension, in atherosclerosis. It has been suggested that ABCA2 sequesters cholesterol inside the lysosomes, however, little is known

Questions

  1. Good afternoon; I would be very grateful if you could clarify me which is the best solvent for filipin III (F4767) stock solution preparation. Product specification is different from product information (methanol; ethanol; DMSO..). Thank you in advance.

    1 answer
    1. As provided, every batch of this product released has been tested for solubility in methanol at concentrations up to about 10 mg/mL. It is also known to be soluble in organic solvents, e.g., ethanol (2 mg/mL), DMSO (5 mg/mL), and dimethyl formamide (10 mg/mL). The optimal solvent may vary depending on the specific application.

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