Fluorescent mimics of cholesterol that rapidly bind surfaces of living mammalian cells.
Mammalian cells acquire cholesterol, a critical membrane constituent, through multiple mechanisms. We synthesized mimics of cholesterol, fluorescent N-alkyl-3β-cholesterylamine-glutamic acids, that are rapidly incorporated into cellular plasma membranes compared with analogous cholesteryl amides, ethers, esters, carbamates, and a sitosterol analogue. This process was inhibited by ezetimibe, indicating a receptor-mediated uptake pathway.
The University of Kansas, Department of Medicinal Chemistry, Lawrence, KS 66045, USA. brpeters@ku.edu.
David
D
Hymel
Sutang
S
Cai
Qi
Q
Sun
Rebecca S
RS
Henkhaus
Chamani
C
Perera
Blake R
BR
Peterson
D001665:Binding Sites; D002784:Cholesterol / Q000378:metabolism*; D005456:Fluorescent Dyes / Q000378:metabolism*; D006367:HeLa Cells; D006801:Humans; D019169:Jurkat Cells
D005456:Fluorescent Dyes; D002784:Cholesterol