Structure-activity study of furyl aryloxazole fluorescent probes for the detection of singlet oxygen.

ABSTRACT: In this study, we report the synthesis and the photochemical behavior of a series of new "click-on" fluorescent probes designed to detect singlet oxygen. They include a highly fluorescent chemical structure, an aryloxazole ring, linked to a furan moiety operating as singlet oxygen trap. Their activity depends on both the structure of the aryloxazole fluorophore and the electron-donating and electron-accepting properties of the substituents attached to the C-5 of the furan ring. All probes are selectively oxidized by singlet oxygen to give a single fluorescent product in methanol and produce negligible amounts of singlet oxygen themselves by self-sensitization. The most promising dyad, (E)-2-(2-(5-methylfuran-2-yl)vinyl)naphtho[1,2-d]oxazole, FN-6, shows outstanding reactivity and sensitivi

SUBMITTER: Zanocco RP 

PROVIDER: S-EPMC6028117 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature