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经验公式（希尔记法）:
C27H39OF7
化学文摘社编号:
分子量:
512.59
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
F7-Cholesterol, Avanti Research™ - A Croda Brand
form
powder
SMILES string
FC(F)(F)C(F)(C(F)(F)F)CCC[C@H]([C@@H]1[C@@]2([C@H]([C@H]3[C@@H]([C@]4(CC[C@@H](CC4=CC3)O)C)CC2)CC1)C)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
assay
>99% (TLC)
packaging
pkg of 1 × 5 mg (700002P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
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.
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.
Packaging
5 mL Amber Glass Screw Cap Vial (700002P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
11 - Combustible Solids
Langmuir monolayers of monocationic lipid mixed with cholesterol or fluorocholesterol: DNA adsorption studies
Paiva D, et al.
Langmuir, 29(6), 1920-1925 (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)
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)
Cellular cholesterol directly activates smoothened in hedgehog signaling
Huang P, et al.
Cell, 166(5), 1176-1187 (2016)
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