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

doi:10.1021/jacs.8b08457

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^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

189 Scopus citations

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^-. The3-HF-OMeprobe 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 language	English
Pages (from-to)	14267-14271
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	140
Issue number	43
DOIs	https://doi.org/10.1021/jacs.8b08457
State	Published - 31 Oct 2018
Externally published	Yes

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

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-. The3-HF-OMeprobe 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.",

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

note = "Publisher Copyright: Copyright {\textcopyright} 2018 American Chemical Society",

year = "2018",

month = oct,

day = "31",

doi = "10.1021/jacs.8b08457",

language = "英语",

volume = "140",

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journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

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T1 - An ESIPT Probe for the Ratiometric Imaging of Peroxynitrite Facilitated by Binding to Aβ-Aggregates

AU - Sedgwick, Adam C.

AU - Dou, Wei Tao

AU - Jiao, Jin Biao

AU - Wu, Luling

AU - Williams, George T.

AU - Jenkins, A. Toby A.

AU - Bull, Steven D.

AU - Sessler, Jonathan L.

AU - He, Xiao Peng

AU - James, Tony D.

PY - 2018/10/31

Y1 - 2018/10/31

N2 - 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-. The3-HF-OMeprobe 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.

AB - 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-. The3-HF-OMeprobe 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.

UR - https://www.scopus.com/pages/publications/85055184378

U2 - 10.1021/jacs.8b08457

DO - 10.1021/jacs.8b08457

M3 - 文章

C2 - 30277762

AN - SCOPUS:85055184378

SN - 0002-7863

VL - 140

SP - 14267

EP - 14271

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 43

ER -

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

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