Novel Cyanostilbene-Based Fluorescent Chemoprobe for Hydroxyl Radicals and Its Two-Photon Bioimaging in Living Cells

Na Young Lim; Junho Ahn; Miae Won; Wonjin Choi; Jong Seung Kim; Jong Hwa Jung

doi:10.1021/acsabm.8b00796

Novel Cyanostilbene-Based Fluorescent Chemoprobe for Hydroxyl Radicals and Its Two-Photon Bioimaging in Living Cells

Na Young Lim, Junho Ahn, Miae Won, Wonjin Choi, Jong Seung Kim, Jong Hwa Jung

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

13 Citations (Scopus)

Abstract

A novel cyanostilbene derivative as a selective fluorescent chemoprobe for hydroxyl radicals was synthesized. The chemoprobe shows strong green emission in aqueous solution with the addition of hydroxyl radicals. Conversely, negligible emission changes are observed upon addition of other reactive oxygen species. The chemoprobe 1 shows high sensitivity, having the low detection limit of ∼1.0 × 10^-7 M. Furthermore, the fluorescent chemoprobe exhibits low cytotoxicity and is effectively applied to bioimaging of hydroxyl radicals by two-photon confocal microscopy in HeLa cells. These results indicate that the new chemoprobe has great potential for bioimaging in vivo and in vitro systems.

Original language	English
Pages (from-to)	936-942
Number of pages	7
Journal	ACS Applied Bio Materials
Volume	2
Issue number	2
DOIs	https://doi.org/10.1021/acsabm.8b00796
Publication status	Published - 2019 Feb 18

Keywords

cyanostilbene
fluorescent chemoprobe
hydroxyl radical
living cell
reactive oxygen species

ASJC Scopus subject areas

Biomaterials
Chemistry(all)
Biomedical Engineering
Biochemistry, medical

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10.1021/acsabm.8b00796

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title = "Novel Cyanostilbene-Based Fluorescent Chemoprobe for Hydroxyl Radicals and Its Two-Photon Bioimaging in Living Cells",

abstract = "A novel cyanostilbene derivative as a selective fluorescent chemoprobe for hydroxyl radicals was synthesized. The chemoprobe shows strong green emission in aqueous solution with the addition of hydroxyl radicals. Conversely, negligible emission changes are observed upon addition of other reactive oxygen species. The chemoprobe 1 shows high sensitivity, having the low detection limit of ∼1.0 × 10-7 M. Furthermore, the fluorescent chemoprobe exhibits low cytotoxicity and is effectively applied to bioimaging of hydroxyl radicals by two-photon confocal microscopy in HeLa cells. These results indicate that the new chemoprobe has great potential for bioimaging in vivo and in vitro systems.",

keywords = "cyanostilbene, fluorescent chemoprobe, hydroxyl radical, living cell, reactive oxygen species",

author = "Lim, {Na Young} and Junho Ahn and Miae Won and Wonjin Choi and Kim, {Jong Seung} and Jung, {Jong Hwa}",

note = "Funding Information: We thankfully acknowledge the financial support by a grant from NRF (2017R1A4A1014595, 2018R1A2B2003637, 2018R1A3B1052702, and 2017R1D1A1B03030062). Additionally, this work was partially supported by a grant from the Next Generation BioGreen 21 Program (SSAC, Grant No. PJ013186052018 for J. H. Jung), Rural development Administration, Korea. Publisher Copyright: Copyright {\textcopyright} 2019 American Chemical Society.",

year = "2019",

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day = "18",

doi = "10.1021/acsabm.8b00796",

language = "English",

volume = "2",

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T1 - Novel Cyanostilbene-Based Fluorescent Chemoprobe for Hydroxyl Radicals and Its Two-Photon Bioimaging in Living Cells

AU - Lim, Na Young

AU - Ahn, Junho

AU - Won, Miae

AU - Choi, Wonjin

AU - Kim, Jong Seung

AU - Jung, Jong Hwa

N1 - Funding Information: We thankfully acknowledge the financial support by a grant from NRF (2017R1A4A1014595, 2018R1A2B2003637, 2018R1A3B1052702, and 2017R1D1A1B03030062). Additionally, this work was partially supported by a grant from the Next Generation BioGreen 21 Program (SSAC, Grant No. PJ013186052018 for J. H. Jung), Rural development Administration, Korea. Publisher Copyright: Copyright © 2019 American Chemical Society.

PY - 2019/2/18

Y1 - 2019/2/18

N2 - A novel cyanostilbene derivative as a selective fluorescent chemoprobe for hydroxyl radicals was synthesized. The chemoprobe shows strong green emission in aqueous solution with the addition of hydroxyl radicals. Conversely, negligible emission changes are observed upon addition of other reactive oxygen species. The chemoprobe 1 shows high sensitivity, having the low detection limit of ∼1.0 × 10-7 M. Furthermore, the fluorescent chemoprobe exhibits low cytotoxicity and is effectively applied to bioimaging of hydroxyl radicals by two-photon confocal microscopy in HeLa cells. These results indicate that the new chemoprobe has great potential for bioimaging in vivo and in vitro systems.

AB - A novel cyanostilbene derivative as a selective fluorescent chemoprobe for hydroxyl radicals was synthesized. The chemoprobe shows strong green emission in aqueous solution with the addition of hydroxyl radicals. Conversely, negligible emission changes are observed upon addition of other reactive oxygen species. The chemoprobe 1 shows high sensitivity, having the low detection limit of ∼1.0 × 10-7 M. Furthermore, the fluorescent chemoprobe exhibits low cytotoxicity and is effectively applied to bioimaging of hydroxyl radicals by two-photon confocal microscopy in HeLa cells. These results indicate that the new chemoprobe has great potential for bioimaging in vivo and in vitro systems.

KW - cyanostilbene

KW - fluorescent chemoprobe

KW - hydroxyl radical

KW - living cell

KW - reactive oxygen species

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SN - 2576-6422

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SP - 936

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JO - ACS Applied Bio Materials

JF - ACS Applied Bio Materials

IS - 2

ER -

Novel Cyanostilbene-Based Fluorescent Chemoprobe for Hydroxyl Radicals and Its Two-Photon Bioimaging in Living Cells

Abstract

Keywords

ASJC Scopus subject areas

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