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Filipin III

Filipin III

Product ID F334453
Cas No. 480-49-9, 11078-21-0
Purity ≥95%
Product Unit SizeCostQuantityStock
1 mg $185.20 In stock
5 mg $689.10 In stock
Bulk Quote

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  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Filipin III is one of the components of Filipin Complex. These compounds are 28-membered ring polyene macrolide antifungal antibiotics. Filipin complex has been found to alter cell membrane structure by interacting with the membrane sterols ergosterol and cholesterol. As such, filipin complex has become a useful tool for diagnosis of Niemann-Pick type C disease, and for detection and quantification of cholesterol in cell membranes. Filipin complex continues to find use as a marker for cholesterol trafficking in subcellular membranes.

Product Info

Cas No.

480-49-9, 11078-21-0

Purity

≥95%

Formula

C35H58O11

Formula Wt.

654.83

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-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one

IUPAC 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-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one

Synonym

Filipin; Filimarisin; Filipine

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

F334453 MSDS PDF

Info Sheet

F334453 Info Sheet PDF

References

Payero TD, Vicente CM, Rumbero A, 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. PMID: 26246267.

Arthur JR, Heinecke KA, Seyfried TN. Filipin recognizes both GM1 and cholesterol in GM1 gangliosidosis mouse brain. J Lipid Res. 2011 Jul;52(7):1345-1351. PMID: 21508255.

Xu LH, Fushinobu S, Takamatsu S, et al. Regio- and steriospecificity of filipin hydroxylation sites revealed by crystal structures of cytochrome P450 105P1 and 105D6 from Streptomyces avermitilis. J Biol Chem. 2010 May 28;285(22):16844-16853. PMID: 20375018.

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