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F9765

Sigma-Aldrich

Filipin complex

powder, ≥70% (UV)

Synonym(s):

Filimarisin

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About This Item

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

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

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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. 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.

related product

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Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nada Kraševec et al.
Microorganisms, 8(12) (2020-12-17)
Aegerolysins are small lipid-binding proteins particularly abundant in fungi. Aegerolysins from oyster mushrooms interact with an insect-specific membrane lipid and, together with MACPF proteins produced by the same organism, form pesticidal pore-forming complexes. The specific interaction with the same membrane
Yvonne Baumer et al.
EBioMedicine, 59, 102876-102876 (2020-07-11)
Inflammation plays an important role in the development of cardiovascular disease (CVD). Patients with chronic inflammation diseases have high levels of inflammation and early fatal myocardial infarction due to early, unstable coronary plaques. Cholesterol crystals (CC) play a key role
Glenda M Halliday et al.
Brain : a journal of neurology, 128(Pt 11), 2654-2664 (2005-07-08)
The distribution and tempo of neuronal loss in Parkinson's disease correlates poorly with the characteristic and more widely spread intracellular changes associated with the disease process (Lewy bodies and Lewy neurites). To determine early intracellular changes in regions where cell
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)
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)
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