An ESIPT Probe for the Ratiometric Imaging of Peroxynitrite Facilitated by Binding to Aβ-Aggregates

Adam C. Sedgwick, Wei Tao Dou, Jin Biao Jiao, Luling Wu, George T. Williams, A. Toby A. Jenkins, Steven D. Bull, Jonathan L. Sessler, Xiao Peng He, Tony D. James

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

A series of 3-hydroxyflavone (3-HF) ESIPT (excited-state intramolecular proton transfer) boronate-based fluorescent probes have been developed for the detection of peroxynitrite (ONOO-). The dyes are environmentally sensitive, and each probe exhibited a ratiometric response toward ONOO- in a micellar environment. The probes were used to image different aggregation states of amyloid-β (Aβ) in the presence of ONOO-. The 3-HF-OMe probe was found to produce a ratiometric response toward ONOO- when bound to Aβ aggregates, resulting in a novel host-guest ensemble, which adds insight into the development of other ESIPT-based probes for the simultaneous sensing of fibrous proteins/peptides and environmental ROS/RNS.

Original languageEnglish
Pages (from-to)14267-14271
Number of pages5
JournalJournal of the American Chemical Society
Volume140
Issue number43
Early online date2 Oct 2018
DOIs
Publication statusPublished - 31 Oct 2018

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

An ESIPT Probe for the Ratiometric Imaging of Peroxynitrite Facilitated by Binding to Aβ-Aggregates. / Sedgwick, Adam C.; Dou, Wei Tao; Jiao, Jin Biao; Wu, Luling; Williams, George T.; Jenkins, A. Toby A.; Bull, Steven D.; Sessler, Jonathan L.; He, Xiao Peng; James, Tony D.

In: Journal of the American Chemical Society, Vol. 140, No. 43, 31.10.2018, p. 14267-14271.

Research output: Contribution to journalArticle

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abstract = "A series of 3-hydroxyflavone (3-HF) ESIPT (excited-state intramolecular proton transfer) boronate-based fluorescent probes have been developed for the detection of peroxynitrite (ONOO-). The dyes are environmentally sensitive, and each probe exhibited a ratiometric response toward ONOO- in a micellar environment. The probes were used to image different aggregation states of amyloid-β (Aβ) in the presence of ONOO-. The 3-HF-OMe probe was found to produce a ratiometric response toward ONOO- when bound to Aβ aggregates, resulting in a novel host-guest ensemble, which adds insight into the development of other ESIPT-based probes for the simultaneous sensing of fibrous proteins/peptides and environmental ROS/RNS.",
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