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MilliporeSigma

700002P

Avanti

F7-Cholesterol

Avanti Research - A Croda Brand

Sinónimos:

25,26,26,26,27,27,27-heptafluorocholesterol

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About This Item

Fórmula empírica (notación de Hill):
C27H39OF7
Número de CAS:
Peso molecular:
512.59
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (700002P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C27H39F7O/c1-16(5-4-12-25(28,26(29,30)31)27(32,33)34)20-8-9-21-19-7-6-17-15-18(35)10-13-23(17,2)22(19)11-14-24(20,21)3/h6,16,18-22,35H,4-5,7-15H2,1-3H3/t16-,18+,19+,20-,21+,22+,23+,24-/m1/s1

InChI key

DUAIJEYNEJQOCE-OLSVQSNTSA-N

Categorías relacionadas

General description

F7-Cholesterol is a fluorinated derivative of cholesterol. It is a cholesterol analog. F7-Cholesterol is useful as helper lipid in conjunction with vectors for DNA transfection.

Application

F7-Cholesterol has been used:
  • in the preparation of liposomes for DNA delivery studies
  • to investigate its rescue functionality in hedgehog signaling in sterol-depleted cells
  • in preparation of monolayers for pressure and area isotherms studies

Biochem/physiol Actions

F7-Cholesterol has potential biological applications. It has a negative dipole moment. F7-Cholesterol rescues hedgehog signaling in sterol-depleted cells. The molecular orientation and phospholipid interaction of F7-cholesterol is similar to hydrogenated cholesterol.

Packaging

5 mL Amber Glass Screw Cap Vial (700002P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Langmuir monolayers of monocationic lipid mixed with cholesterol or fluorocholesterol: DNA adsorption studies
Paiva D, et al.
Langmuir, 29(6), 1920-1925 (2013)
Fluorocholesterols, in contrast to hydroxycholesterols, exhibit interfacial properties similar to cholesterol
Kauffman JM, et al.
Journal of Lipid Research, 41(6), 991-1003 (2000)
The effect of a fluorinated cholesterol derivative on the stability and physical properties of cationic DNA vectors
Paiva D, et al.
Soft Matter, 9(2), 401-409 (2013)
Synthesis of deuterium-and tritium-labeled 25, 26, 26, 26, 27, 27, 27-heptafluorocholesterol
Su X, et al.
Journal of Labelled Compounds, 42(6), 509-518 (1999)
Cholesterol-binding site of the influenza M2 protein in lipid bilayers from solid-state NMR
Elkins MR, et al.
Proceedings of the National Academy of Sciences of the USA, 114(49), 12946-12951 (2017)

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