Filipin III

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Cat.No. 6250 - Filipin III | C35H58O11 | CAS No. 480-49-9
Description: Polyene antibiotic; inhibits formation of PrPSc
Chemical Name: (3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,16,27-Octahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyloxacyclooctacosa-17,19,21,23,25-pentaen-2-one
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature
Pathways

Biological Activity

Polyene antibiotic. Binds sterols in fungal membranes. Also inhibits formation of the pathological form of prion protein (PrP-res) from the normal membrane-bound (PrP-sen) form. Also fluorescent cholesterol stain.

Technical Data

M. Wt 654.83
Formula C35H58O11
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 480-49-9
PubChem ID 6433553
InChI Key IMQSIXYSKPIGPD-ZPXVTHDFSA-N
Smiles C[C@@H](O1)[C@@H](O)/C=C/C=C/C=C/C=C/C=C(C)/[C@@H](O)C[C@H](O)C[C@H](O)C[C@H](O)C[C@H](O)C[C@H](O)C[C@H](O)[C@]([C@H](O)CCCCC)([H])C1=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 3.27 5

Preparing Stock Solutions

The following data is based on the product molecular weight 654.83. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.05 mM 30.54 mL 152.71 mL 305.42 mL
0.25 mM 6.11 mL 30.54 mL 61.08 mL
0.5 mM 3.05 mL 15.27 mL 30.54 mL
2.5 mM 0.61 mL 3.05 mL 6.11 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Castanho et al (1992) Absorption and fluorescence spectra of polyene antibiotics in the presence of cholesterol. J.Biol.Chem. 267 204 PMID: 1730589

Marella et al (2002) Filipin prevents pathological prion protein accumulation by reducing endocytosis and inducing cellular PrP release. J.Biol.Chem. 277 25457 PMID: 11994310

Pipalia et al (2006) Automated microscopy screening for compounds that partially revert cholesterol accumulation in Niemann-Pick C cells. J.Lipid Res. 47 284 PMID: 16288097


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Keywords: Filipin III, Filipin III supplier, polyene, antibiotics, antifungals, prions, protein, inhibitors, inhibits, PrP, fluorescent, cholesterol, stain, Antibiotics, Prion, Protein, Other, Fluorescent, Dyes, 6250, Tocris Bioscience

Citations for Filipin III

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Kinases

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Neurodegeneration

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Pathways for Filipin III

MAPK

MAPK Signaling Pathway

The mitogen-activated protein kinase pathway evokes an intracellular signaling cascade in response to extracellular stimuli such as heat and stress. It can influence cell division, metabolism and survival.