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F9765

Filipin complex

powder, ≥70% (UV)

Synonym(s):

Filimarisin

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25 mg
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$235.00
50 mg

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$429.00

About This Item

CAS Number:
11078-21-0
UNSPSC Code:
12352202
NACRES:
NA.77
MDL number:
MFCD00131073

$235.00

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Product Name

Filipin complex from Streptomyces filipinensis, ≥70% (UV)

biological source

Streptomyces sp. (Streptomyces filipinensis)

Quality Level

200

assay

≥70% (UV)

form

powder

solubility

methanol: 9.80-10.20 mg/mL, clear to hazy, yellow to very deep greenish-yellow

antibiotic activity spectrum

fungi

mode of action

cell membrane | interferes

storage temp.

−20°C

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

General description

Chemical structure: macrolide

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.
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.

Other Notes

Filipin contains 8 isomeric components, with filipin III as the major component.

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1 of 1

This Item
F476746745O4876
Filipin complex from Streptomyces filipinensis ≥70% (UV)

Sigma-Aldrich

F9765

Filipin complex from Streptomyces filipinensis

Filipin III from Streptomyces filipinensis ≥85% (HPLC)

Sigma-Aldrich

F4767

Filipin III from Streptomyces filipinensis

Spiramycin from Streptomyces sp. VETRANAL®, analytical standard, mixture of isomers

Supelco

46745

Spiramycin from Streptomyces sp.

Oligomycin from Streptomyces diastatochromogenes ≥90% total oligomycins basis (HPLC)

Sigma-Aldrich

O4876

Oligomycin from Streptomyces diastatochromogenes

assay

≥70% (UV)

assay

≥85% (HPLC)

assay

-

assay

≥90% total oligomycins basis (HPLC)

biological source

Streptomyces sp. (Streptomyces filipinensis)

biological source

-

biological source

-

biological source

-

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

form

powder

form

powder

form

-

form

powder

solubility

methanol: 9.80-10.20 mg/mL, clear to hazy, yellow to very deep greenish-yellow

solubility

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

solubility

-

solubility

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000488184
0000488184
0000419108
0000419108
0000369074

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Analytical characterization of methyl-beta-cyclodextrin for pharmacological activity to reduce lysosomal cholesterol accumulation in Niemann-Pick disease type C1 cells
Li R, et al.
Assay and Drug Development Technologies, 15(4), 154-166 (2017)
Lysosomal membrane stability plays a major role in the cytotoxic activity of the anti-proliferative agent, di-2-pyridylketone 4, 4-dimethyl-3-thiosemicarbazone (Dp44mT)
Gutierrez EM,et al.
Biochimica et Biophysica Acta - Molecular Cell Research, 1863(7), 1665-1681 (2016)
Lipid profiles of prostate cancer cells
Sorvina A, et al.
Testing, 9(85), 35541-35541 (2018)
View All Related Papers

Global Trade Item Number

SKUGTIN
F9765-25MG04061833621981
F9765-50MG04061833621998

Questions

1–6 of 6 Questions  

  1. What is the stability of filipin when dissolved in DMSO and stored at -20 degrees C (how long can it be stored like this)?

    1 answer

    1. This product has not been tested for stability in solution, however product SAE0088 is a prepared 5/mg/mL solution in DMSO. This product is stable for at least 2 years at -20 deg. C. but does contain a proprietary stabilizer to enhance stability. See the link below to the product information sheet on the SAE0088 solution:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/973/858/sae0088pis.pdf

      Please navigate to the ‘DOCUMENTATION’ section of the Product Detail Page to access a Certificate of Analysis for the prepared solution which includes the retest date:
      https://www.sigmaaldrich.com/product/sigma/f9765#product-documentation

      Helpful?

  2. Which filipin is better to visualize cholesterol in hela cells by immunofluorescence - F9765 or F4767?

    1 answer

    1. Both F9765 and F4767 are suitable for determining cholesterol in cells. The F4767, Filipin III, is purified from Filipin. As it has a higher purity, it may offer a higher signal-to-noise ratio resulting in less background. These product have not been compared in side by side testing. It may be helpful to view the peer-reviewed knowledge articles to help with the appropriate selection:

      https://www.sigmaaldrich.com/search/f9765?focus=papers&page=1&perpage=30&sort=relevance&term=f9765&type=citation_search

      Helpful?

  3. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  4. What is the difference between Filipin products F9765 and F4767?

    1 answer

    1. The product F9765 consists of a filipin complex. It is composed of 8 isomeric components, of which filipin III is the major component in the complex. F4767 consists of filipin III alone and is considered to be a better choice for staining.

      Helpful?

  5. How should Product F9765, Filipin complex from Streptomyces filipinensis, be solubilized?

    1 answer

    1. This product has low solubility in aqueous buffers. It should initially be reconstituted in DMSO at 1 mg/mL and then diluted into saline or an aqueous buffer of choice.

      Helpful?

  6. What is the stability of stock solutions Product F9765, Filipin complex from Streptomyces filipinensis?

    1 answer

    1. Solutions of filipin in aqueous or organic solvents are not considered to be stable and it is recommended that they be prepared fresh and not stored as stock solutions.

      Helpful?

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