Synthesis of Extended Chromophores Derived From 5,5-Dimethyloxyluciferin by Barton–Kellogg Methodology

Abstract

An approach to the synthesis of modified methyl ether-protected dimethyloxyluciferin derivatives is presented, focusing on the enlargement of the π-system. This was achieved by introducing an alkene bridge at the 4-position of the thiazoline moiety to link the two chromophoric substructures. The resulting derivatives show strong absorbing properties over a wide range of the visible spectrum. Also, the fluorescence properties of these novel dimethyl­oxyluciferin derivatives are unique and might lead to new photophysical studies and bioanalytical applications.

Key words

chromophores - heterocycles - Barton–Kellogg reaction - fluorophores - luciferins

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