4.5 Article

Dual enzyme activated fluorescein based fluorescent probe

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DOI: 10.1007/s11705-018-1785-9

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

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A simple dual analyte fluorescein-based probe (PF3-Glc) was synthesised containing beta-glucosidase (beta-glc) and hydrogen peroxide (H2O2) trigger units. The presence of beta-glc, resulted in fragmentation of the parent molecule releasing glucose and the slightly fluorescent mono-boronate fluorescein (PF3). Subsequently, in the presence of glucose oxidase (GOx), the released glucose was catalytically converted to d-glucono-delta-lactone, which produced H2O2 as a by-product. The GOx-produced H2O2, resulted in classic H2O2-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.

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