Quinolizinium-based tunable pH fluorescent probes for imaging in live cells

Hoi Yi Sit; Jie Ren Deng; Wing Cheung Chan; Ben Chi Bun Ko; Man Kin Wong

doi:10.1016/j.dyepig.2022.110541

Quinolizinium-based tunable pH fluorescent probes for imaging in live cells

Hoi Yi Sit
, Jie Ren Deng
, Wing Cheung Chan
, Ben Chi Bun Ko
, Man Kin Wong

The Hong Kong Polytechnic University

Research output: Journal article publication › Journal article › Academic research › peer-review

14 Citations (Scopus)

Abstract

A new class of quinolizinium-based tunable pH fluorescent probes for cell imaging was developed. The probes showed turn “On” fluorescence response upon acidification brought by a modulation of photoinduced electron transfer (PET) from the N,N-dialkyl aniline substituent to the quinolizinium core skeleton. These novel PET-based pH fluorescent probes displayed tunable emission properties in between 478 and 509 nm. Also, the probes exhibited tunable pH responsiveness with pKa ranging from <2.1 to 6.1 contributed by the steric effect of N,N-dialkyl anilines. They were successfully applied to in vivo pH sensing in lysosome in live cells.

Original language	English
Article number	110541
Journal	Dyes and Pigments
Volume	205
DOIs	https://doi.org/10.1016/j.dyepig.2022.110541
Publication status	Published - Sept 2022

Keywords

Cellular imaging
pH probe
Photo-induced electron transfer
Quinolizinium

ASJC Scopus subject areas

General Chemical Engineering
Process Chemistry and Technology

More information

10.1016/j.dyepig.2022.110541

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title = "Quinolizinium-based tunable pH fluorescent probes for imaging in live cells",

abstract = "A new class of quinolizinium-based tunable pH fluorescent probes for cell imaging was developed. The probes showed turn {\textquotedblleft}On{\textquotedblright} fluorescence response upon acidification brought by a modulation of photoinduced electron transfer (PET) from the N,N-dialkyl aniline substituent to the quinolizinium core skeleton. These novel PET-based pH fluorescent probes displayed tunable emission properties in between 478 and 509 nm. Also, the probes exhibited tunable pH responsiveness with pKa ranging from <2.1 to 6.1 contributed by the steric effect of N,N-dialkyl anilines. They were successfully applied to in vivo pH sensing in lysosome in live cells.",

keywords = "Cellular imaging, pH probe, Photo-induced electron transfer, Quinolizinium",

author = "Sit, \{Hoi Yi\} and Deng, \{Jie Ren\} and Chan, \{Wing Cheung\} and Ko, \{Ben Chi Bun\} and Wong, \{Man Kin\}",

note = "Funding Information: We gratefully acknowledge the financial support from the Shenzhen Science and Technology Innovation Commission (JCYJ20170818104257975), Hong Kong Research Grants Council (PolyU 153001/17P), the State Key Laboratory of Chemical Biology and Drug Discovery, The Hong Kong Polytechnic University (G-ZVVG and G-UACN), and Innovation and Technology Commission (PRP/075/19FX). Funding Information: We gratefully acknowledge the financial support from the Shenzhen Science and Technology Innovation Commission ( JCYJ20170818104257975 ), Hong Kong Research Grants Council ( PolyU 153001/17P ), the State Key Laboratory of Chemical Biology and Drug Discovery , The Hong Kong Polytechnic University ( G-ZVVG and G-UACN ), and Innovation and Technology Commission ( PRP/075/19FX ). Publisher Copyright: {\textcopyright} 2022 Elsevier Ltd",

year = "2022",

month = sep,

doi = "10.1016/j.dyepig.2022.110541",

language = "English",

volume = "205",

journal = "Dyes and Pigments",

issn = "0143-7208",

publisher = "Elsevier B.V.",

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AU - Sit, Hoi Yi

AU - Deng, Jie Ren

AU - Chan, Wing Cheung

AU - Ko, Ben Chi Bun

AU - Wong, Man Kin

N1 - Funding Information: We gratefully acknowledge the financial support from the Shenzhen Science and Technology Innovation Commission (JCYJ20170818104257975), Hong Kong Research Grants Council (PolyU 153001/17P), the State Key Laboratory of Chemical Biology and Drug Discovery, The Hong Kong Polytechnic University (G-ZVVG and G-UACN), and Innovation and Technology Commission (PRP/075/19FX). Funding Information: We gratefully acknowledge the financial support from the Shenzhen Science and Technology Innovation Commission ( JCYJ20170818104257975 ), Hong Kong Research Grants Council ( PolyU 153001/17P ), the State Key Laboratory of Chemical Biology and Drug Discovery , The Hong Kong Polytechnic University ( G-ZVVG and G-UACN ), and Innovation and Technology Commission ( PRP/075/19FX ). Publisher Copyright: © 2022 Elsevier Ltd

PY - 2022/9

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N2 - A new class of quinolizinium-based tunable pH fluorescent probes for cell imaging was developed. The probes showed turn “On” fluorescence response upon acidification brought by a modulation of photoinduced electron transfer (PET) from the N,N-dialkyl aniline substituent to the quinolizinium core skeleton. These novel PET-based pH fluorescent probes displayed tunable emission properties in between 478 and 509 nm. Also, the probes exhibited tunable pH responsiveness with pKa ranging from <2.1 to 6.1 contributed by the steric effect of N,N-dialkyl anilines. They were successfully applied to in vivo pH sensing in lysosome in live cells.

AB - A new class of quinolizinium-based tunable pH fluorescent probes for cell imaging was developed. The probes showed turn “On” fluorescence response upon acidification brought by a modulation of photoinduced electron transfer (PET) from the N,N-dialkyl aniline substituent to the quinolizinium core skeleton. These novel PET-based pH fluorescent probes displayed tunable emission properties in between 478 and 509 nm. Also, the probes exhibited tunable pH responsiveness with pKa ranging from <2.1 to 6.1 contributed by the steric effect of N,N-dialkyl anilines. They were successfully applied to in vivo pH sensing in lysosome in live cells.

KW - Cellular imaging

KW - pH probe

KW - Photo-induced electron transfer

KW - Quinolizinium

UR - https://www.scopus.com/pages/publications/85134363421

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DO - 10.1016/j.dyepig.2022.110541

M3 - Journal article

AN - SCOPUS:85134363421

SN - 0143-7208

VL - 205

JO - Dyes and Pigments

JF - Dyes and Pigments

M1 - 110541

ER -

Quinolizinium-based tunable pH fluorescent probes for imaging in live cells

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