Photochemistry and Photophysics of Cholesta-5,7,9(11)-trien-3β-ol in Ethanol.

ABSTRACT: Cholesta-5,7,9(11)-trien-3β-ol (9,11-dehydroprovitamin D₃, CTL) is used as a fluorescent probe to track the presence and migration of cholesterol in vivo. We recently described the photochemistry and photophysics of CTL in degassed and air-saturated tetrahydrofuran (THF) solution, an aprotic solvent. The zwitterionic nature of the singlet excited state, ¹CTL* is revealed in ethanol, a protic solvent. In ethanol, the products observed in THF are accompanied by ether photoadducts and by photoreduction of the triene moiety to four dienes, including provitamin D₃. The major diene retains the conjugated s-trans-diene chromophore and the minor is unconjugated, involving 1,4-addition of H at the 7 and 11 positions. In the presence of air, peroxide fo

SUBMITTER: Saltiel J 

PROVIDER: S-EPMC10222123 | biostudies-literature | 2023 May

REPOSITORIES: biostudies-literature