Preparation and biochemical evaluation of fluorenone-containing lipid analogs

Syntheses are described of fatty acid analogs 5 and 6, and cholesterol (2) analogs 7 and 8 containing fluorenone groups, which are both photoactivable and fluorescent. The potential of the analogs of 2 as biochemical research tools has been demonstrated by the findings that 7 and 8 can replace 2 in apolipoprotein A-I-induced cellular efflux of 2 and that fluorescence is easily visible at the surface of smooth muscle cells equilibrated with 8.

Syntheses are described of analogs of fatty acids and cholesterol containing the fluorenone moiety, which is both photoactivable and fluorescent. Evidence is presented that the sterol analogs can substitute successfully for cholesterol in living cells.Figure optionsDownload as PowerPoint slide