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.
Spencer
Thomas A
TA
Department of Chemistry, Dartmouth College, Hanover, NH 03755, USA. taspen@dartmouth.edu
Wang
Pingzhen
P
Popovici-Müller
Janeta V
JV
Peltan
Ithan D
ID
Fielding
Phoebe E
PE
Fielding
Christopher J
CJ
D002478:Cells, Cultured; D005347:Fibroblasts; D005449:Fluorenes / Q000737:chemistry*; D006801:Humans; D008055:Lipids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D032342:Muscle Cells / Q000187:drug effects
D005449:Fluorenes; D008055:Lipids