10.1021/jo030329d.s002
Pingzhen Wang
Pingzhen
Wang
David H. Blank
David H.
Blank
Thomas A. Spencer
Thomas A.
Spencer
Synthesis of Benzophenone-Containing Analogues of
Phosphatidylcholine
American Chemical Society
2004
C 2
benzophenone groups
PC analogues
side chains
C 1 alkyl chains
choline moiety
2004-04-16 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Benzophenone_Containing_Analogues_of_Phosphatidylcholine/3342571
As part of a collaborative study of cellular efflux of cholesterol and phospholipids, photoactivable
analogues <b>4</b>−<b>8</b> of phosphatidylcholine (PC) having benzophenone groups in the choline moiety and
at the end of the C2 and C1 alkyl chains have been synthesized. The efficient preparation via
Suzuki coupling of the appropriate long-chain benzophenone-containing carboxylic acid and alcohol
and their incorporation by adaptation of known approaches into the acyl- and ether-linked PC
analogues <b>6</b>−<b>8</b> are described. Development of a method for radiolabeling these PC analogues, via
hydrogenation of a double bond in modified side chains, is also described.