Fluorescent mimics of cholesterol that rapidly bind surfaces of living mammalian cells?

Chemical Communications Pub Date: 2015-08-13 DOI: 10.1039/C5CC06325F

Abstract

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.

Graphical abstract: Fluorescent mimics of cholesterol that rapidly bind surfaces of living mammalian cells
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