Dual enzyme activated fluorescein based fluorescent probe

Research output: Contribution to journalArticle

Abstract

A simple dual analyte fluorescein-based probe (PF3-Glc) was synthesised containing β-glucosidase (β-glc) and hydrogen peroxide (H 2 O 2 ) trigger units. The presence of β-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-δ-lactone, which produced H 2 O 2 as a by-product. The GOx-produced H 2 O 2 , resulted in classic H 2 O 2 -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.[Figure not available: see fulltext.].

LanguageEnglish
JournalFrontiers of Chemical Science and Engineering
Early online date1 Mar 2019
DOIs
StatusE-pub ahead of print - 1 Mar 2019

Keywords

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

ASJC Scopus subject areas

  • Chemical Engineering(all)

Cite this

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title = "Dual enzyme activated fluorescein based fluorescent probe",
abstract = "A simple dual analyte fluorescein-based probe (PF3-Glc) was synthesised containing β-glucosidase (β-glc) and hydrogen peroxide (H 2 O 2 ) trigger units. The presence of β-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-δ-lactone, which produced H 2 O 2 as a by-product. The GOx-produced H 2 O 2 , resulted in classic H 2 O 2 -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.[Figure not available: see fulltext.].",
keywords = "chemosensors, dual-activation, fluorescence, GOx, molecular logic, β-glucosidase",
author = "Odyniec, {Maria L.} and Gardiner, {Jordan E.} and Sedgwick, {Adam C.} and He, {Xiao Peng} and Bull, {Steven D.} and James, {Tony D.}",
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AU - Odyniec, Maria L.

AU - Gardiner, Jordan E.

AU - Sedgwick, Adam C.

AU - He, Xiao Peng

AU - Bull, Steven D.

AU - James, Tony D.

PY - 2019/3/1

Y1 - 2019/3/1

N2 - A simple dual analyte fluorescein-based probe (PF3-Glc) was synthesised containing β-glucosidase (β-glc) and hydrogen peroxide (H 2 O 2 ) trigger units. The presence of β-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-δ-lactone, which produced H 2 O 2 as a by-product. The GOx-produced H 2 O 2 , resulted in classic H 2 O 2 -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.[Figure not available: see fulltext.].

AB - A simple dual analyte fluorescein-based probe (PF3-Glc) was synthesised containing β-glucosidase (β-glc) and hydrogen peroxide (H 2 O 2 ) trigger units. The presence of β-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-δ-lactone, which produced H 2 O 2 as a by-product. The GOx-produced H 2 O 2 , resulted in classic H 2 O 2 -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.[Figure not available: see fulltext.].

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KW - dual-activation

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KW - molecular logic

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