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Issue 78, 2015
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Fluorescent mimics of cholesterol that rapidly bind surfaces of living mammalian cells

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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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Supplementary files

Article information


Submitted
28 Jul 2015
Accepted
13 Aug 2015
First published
13 Aug 2015

Chem. Commun., 2015,51, 14624-14627
Article type
Communication
Author version available

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

D. Hymel, S. Cai, Q. Sun, R. S. Henkhaus, C. Perera and B. R. Peterson, Chem. Commun., 2015, 51, 14624
DOI: 10.1039/C5CC06325F

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