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

David Hymel; Sutang Cai; Qi Sun; Rebecca S. Henkhaus; Chamani Perera; Blake R. Peterson

doi:10.1039/c5cc06325f

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

David Hymel, Sutang Cai, Qi Sun, Rebecca S. Henkhaus, Chamani Perera, Blake R. Peterson

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

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.

Original language	English
Pages (from-to)	14624-14627
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	78
DOIs	https://doi.org/10.1039/c5cc06325f
State	Published - Aug 13 2015

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title = "Fluorescent mimics of cholesterol that rapidly bind surfaces of living mammalian cells",

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.",

author = "David Hymel and Sutang Cai and Qi Sun and Henkhaus, {Rebecca S.} and Chamani Perera and Peterson, {Blake R.}",

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T1 - Fluorescent mimics of cholesterol that rapidly bind surfaces of living mammalian cells

AU - Hymel, David

AU - Cai, Sutang

AU - Sun, Qi

AU - Henkhaus, Rebecca S.

AU - Perera, Chamani

AU - Peterson, Blake R.

N1 - Publisher Copyright: © The Royal Society of Chemistry 2015.

PY - 2015/8/13

Y1 - 2015/8/13

N2 - 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.

AB - 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.

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U2 - 10.1039/c5cc06325f

DO - 10.1039/c5cc06325f

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JO - Chemical Communications

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IS - 78

ER -

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

Abstract

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