A colorimetric and fluorescent chemosensor based on diarylethene for simultaneous detection and discrimination of biothiols

Abstract

In this work, a novel probe D-HBT-NBD (1O) based on diarylethene to detect biothiols (including Cys, Hcy and GSH) was synthesized and the relative colorimetric and fluorescent properties were tested. The probe exhibited excellent photochromic properties and showed apparent colorimetric and fluorescent signals for Cys, Hcy and GSH. The probe can selectively detect Cys, Hcy and GSH by naked eyes for its open-ring isomer 1O and can discriminate Cys from Hcy/GSH by apparent color change from light orange to dark pink at the closed-ring state under the irradiation of UV light. At the excitation wavelength of 465 nm, the probe could be used to discriminate GSH from Cys/Hcy with no fluorescent emission at 570 nm. Taking advantage of the photochromic property of the diarylethene moiety and the different fluorescent properties of NBD derivatives of GSH and Cys/Hcy, 1O could be used as a novel probe to discriminate Cys, Hcy and GSH from each other simultaneously. Meanwhile, a logic gate was constructed based on the colorimetric and fluorescent properties of 1O.