Design, Synthesis, and Evaluation of a Luminescent Cholesterol Mimic.

ABSTRACT: The development of new chemical tools with improved properties is essential to chemical and cell biology. Of particular interest is the development of mimics of small molecules with important cellular function that allow the direct observation of their trafficking in a cell. To this end, a novel 15-azasterol has been designed and synthesized as a luminescent cholesterol mimic for the monitoring of cholesterol trafficking. The brightness of this probe, which is ∼32-times greater than the widely used dehydroergosterol probe, is combined with resistance to photobleaching in solution and in human fibroblasts and an exceptionally large Stokes-like shift of ∼150-200 nm. The photophysical properties of the probe have been studied experimentally and computationally, suggesting an intersystem cross

SUBMITTER: Work EM 

PROVIDER: S-EPMC8126345 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature