Dual enzyme activated fluorescein based fluorescent probe

2020, Volume 14, Issue 1

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Frontiers of Chemical Science and Engineering >> 2020, Volume 14, Issue 1 doi: 10.1007/s11705-018-1785-9

Dual enzyme activated fluorescein based fluorescent probe

. Department of Chemistry, University of Bath, Bath, BA2 7AY, UK.. Department of Chemistry, University of Texas at Austin, Austin, TX 78712-1224, USA.. Key Laboratory for Advanced Materials & Feringa Nobel Prize Scientist Joint Research Center, East China University of Science and Technology, Shanghai 200237, China

Accepted: 2019-03-01 Available online: 2019-03-01

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Abstract

A simple dual analyte fluorescein-based probe ( ) was synthesised containing -glucosidase ( -glc) and hydrogen peroxide (H O ) trigger units. The presence of -glc, resulted in fragmentation of the parent molecule releasing glucose and the slightly fluorescent mono-boronate fluorescein ( ). Subsequently, in the presence of glucose oxidase (GOx), the released glucose was catalytically converted to D-glucono- -lactone, which produced H O as a by-product. The GOx-produced H O resulted in classic H O -mediated boronate oxidation and the release of the highly emissive fluorophore, fluorescein. This unique cascade reaction lead to an 80-fold increase in fluorescence intensity.

Keywords

chemosensors ; dual-activation ; GOx ; fluorescence ; β-glucosidase ; molecular logic

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