Fluorescent Mimics of Cholesterol that Rapidly Bind Surfaces of Living Mammalian Cells

Hymel, DavidCai, SutangHenkhaus, Rebecca S.Perera, ChamaniPeterson, Blake R.2017-02-222017-02-222016-10-07Hymel, David, Sutang Cai, Qi Sun, Rebecca S. Henkhaus, Chamani Perera, and Blake R. Peterson. "Fluorescent Mimics of Cholesterol That Rapidly Bind Surfaces of Living Mammalian Cells." Chem. Commun. 51.78 (2015): 14624-4627.https://hdl.handle.net/1808/23221Mammalian 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.Fluorescent Mimics of Cholesterol that Rapidly Bind Surfaces of Living Mammalian CellsArticle10.1039/c5cc06325fopenAccess