A pH-sensitive excited state intramolecular proton transfer fluorescent probe for imaging mitochondria and Helicobacter pylori

Kyeong Im Hong; Seong Hyun Park; Seong Min Lee; Injae Shin; Woo Dong Jang

doi:10.1016/j.snb.2019.01.101

A pH-sensitive excited state intramolecular proton transfer fluorescent probe for imaging mitochondria and Helicobacter pylori

Kyeong Im Hong, Seong Hyun Park, Seong Min Lee, Injae Shin, Woo Dong Jang

Department of Chemistry

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

24 Citations (Scopus)

Abstract

An hydroxythiophene-conjugated benzothiazole (T₂(OH)B) was synthesized as a pH sensitive fluorescent probe. T₂(OH)B displayed dual emission behavior due to the excited state intramolecular proton transfer (ESIPT) process, while the methoxy analogs, T₂(OMe)B, did not. T₂(OH)B showed strong fluorescence enhancement above physiological pHs. The applicability of T₂(OH)B as a biological pH indicator was demonstrated by its use for staining mitochondrial compartment and H. pylori. Owing to its strong fluorescence emission with a large stokes shift and its effective response to pH, T₂(OH)B serves as a platform for the design of new types of fluorescent probes.

Original language	English
Pages (from-to)	148-153
Number of pages	6
Journal	Sensors and Actuators, B: Chemical
Volume	286
DOIs	https://doi.org/10.1016/j.snb.2019.01.101
Publication status	Published - 2019 May 1

Bibliographical note

Funding Information:
This work was supported financially by Mid-Career Researcher Program ( 2017R1A2A1A17069537 to W.-D.J.) and National Creative Research Initiative Program ( 2010-0018272 to I.S.) funded by the National Research Foundation (NRF) of Korea .

Funding Information:
This work was supported financially by Mid-Career Researcher Program (2017R1A2A1A17069537 to W.-D.J.) and National Creative Research Initiative Program (2010-0018272 to I.S.) funded by the National Research Foundation (NRF) of Korea.

Publisher Copyright:
© 2019 Elsevier B.V.

All Science Journal Classification (ASJC) codes

Electronic, Optical and Magnetic Materials
Instrumentation
Condensed Matter Physics
Surfaces, Coatings and Films
Metals and Alloys
Electrical and Electronic Engineering
Materials Chemistry

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title = "A pH-sensitive excited state intramolecular proton transfer fluorescent probe for imaging mitochondria and Helicobacter pylori",

abstract = "An hydroxythiophene-conjugated benzothiazole (T2(OH)B) was synthesized as a pH sensitive fluorescent probe. T2(OH)B displayed dual emission behavior due to the excited state intramolecular proton transfer (ESIPT) process, while the methoxy analogs, T2(OMe)B, did not. T2(OH)B showed strong fluorescence enhancement above physiological pHs. The applicability of T2(OH)B as a biological pH indicator was demonstrated by its use for staining mitochondrial compartment and H. pylori. Owing to its strong fluorescence emission with a large stokes shift and its effective response to pH, T2(OH)B serves as a platform for the design of new types of fluorescent probes.",

author = "Hong, {Kyeong Im} and Park, {Seong Hyun} and Lee, {Seong Min} and Injae Shin and Jang, {Woo Dong}",

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doi = "10.1016/j.snb.2019.01.101",

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AU - Hong, Kyeong Im

AU - Park, Seong Hyun

AU - Lee, Seong Min

AU - Shin, Injae

AU - Jang, Woo Dong

N1 - Funding Information: This work was supported financially by Mid-Career Researcher Program ( 2017R1A2A1A17069537 to W.-D.J.) and National Creative Research Initiative Program ( 2010-0018272 to I.S.) funded by the National Research Foundation (NRF) of Korea . Funding Information: This work was supported financially by Mid-Career Researcher Program (2017R1A2A1A17069537 to W.-D.J.) and National Creative Research Initiative Program (2010-0018272 to I.S.) funded by the National Research Foundation (NRF) of Korea. Publisher Copyright: © 2019 Elsevier B.V.

PY - 2019/5/1

Y1 - 2019/5/1

N2 - An hydroxythiophene-conjugated benzothiazole (T2(OH)B) was synthesized as a pH sensitive fluorescent probe. T2(OH)B displayed dual emission behavior due to the excited state intramolecular proton transfer (ESIPT) process, while the methoxy analogs, T2(OMe)B, did not. T2(OH)B showed strong fluorescence enhancement above physiological pHs. The applicability of T2(OH)B as a biological pH indicator was demonstrated by its use for staining mitochondrial compartment and H. pylori. Owing to its strong fluorescence emission with a large stokes shift and its effective response to pH, T2(OH)B serves as a platform for the design of new types of fluorescent probes.

AB - An hydroxythiophene-conjugated benzothiazole (T2(OH)B) was synthesized as a pH sensitive fluorescent probe. T2(OH)B displayed dual emission behavior due to the excited state intramolecular proton transfer (ESIPT) process, while the methoxy analogs, T2(OMe)B, did not. T2(OH)B showed strong fluorescence enhancement above physiological pHs. The applicability of T2(OH)B as a biological pH indicator was demonstrated by its use for staining mitochondrial compartment and H. pylori. Owing to its strong fluorescence emission with a large stokes shift and its effective response to pH, T2(OH)B serves as a platform for the design of new types of fluorescent probes.

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A pH-sensitive excited state intramolecular proton transfer fluorescent probe for imaging mitochondria and Helicobacter pylori

Abstract

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