Naphthalene-based fluorescent probes for glutathione and their applications in living cells and patients with sepsis

Jun Li; Younghee Kwon; Kyung Soo Chung; Chang Su Lim; Dayoung Lee; Yongkang Yue; Jisoo Yoon; Gyoungmi Kim; Sang Jip Nam; Youn Wokk Chung; Hwan Myung Kim; Caixia Yin; Ji Hwan Ryu; Juyoung Yoon

doi:10.7150/thno.22252

Naphthalene-based fluorescent probes for glutathione and their applications in living cells and patients with sepsis

Jun Li, Younghee Kwon, Kyung Soo Chung, Chang Su Lim, Dayoung Lee, Yongkang Yue, Jisoo Yoon, Gyoungmi Kim, Sang Jip Nam, Youn Wokk Chung, Hwan Myung Kim, Caixia Yin, Ji Hwan Ryu, Juyoung Yoon

Chemistry & Nanoscience

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

31 Scopus citations

Abstract

Rationale: Among the biothiols-related diseases, sepsis is defined as life-threatening organ dysfunction caused by a dysregulated host response to infection and can result in severe oxidative stress and damage to multiple organs. In this study, we aimed to develop a fluorescence chemosensor that can both detect GSH and further predict sepsis. Methods: In this study, two new naphthalene dialdehyde compounds containing different functional groups were synthesized, and the sensing abilities of these compounds towards biothiols and its applications for prediction of sepsis were investigated. Results: Our study revealed that the newly developed probe 6-methoxynaphthalene-2, 3-dicarbaldehyde (MNDA) has two-photon is capable of detecting GSH in live cells with two-photon microscopy (TPM) under the excitation at a wavelength of 900 nm. Furthermore, two GSH detection probes naphthalene-2,3-dicarboxaldehyde (NDA) and 6-fluoronaphthalene-2,3- dicarbaldehyde (FNDA) not only can detect GSH in living cells, but also showed clinical significance for the diagnosis and prediction of mortality in patients with sepsis. Conclusions: These results open up a promising direction for further medical diagnostic techniques.

Original language	English
Pages (from-to)	1411-1420
Number of pages	10
Journal	Theranostics
Volume	8
Issue number	5
DOIs	https://doi.org/10.7150/thno.22252
State	Published - 2018

Bibliographical note

Funding Information:
J.Y. thanks the National Creative Research Initiative Program of the National Research Foundation of Korea (NRF) funded by the Korean government (MSIP) for grant funding (Grant No. 2012R1A3A2048814). J.-H. R. thanks to the support by the Bio & Medical Technology Development Program of the NRF funded by the Korean government, MSIP (2017M3A9F3041229). C.Y. thanks the National Natural Science Foundation of China for grant funding (No. 21472118, 21672131). H.M.K. thanks the National Leading Research Lab Program of the NRF funded by MSIP for grant funding (No. 2016R1E1A1A02920873). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) using a Jeol JMS 700 high-resolution mass spectrometer.

Publisher Copyright:
© Ivyspring International Publisher.

Keywords

Cell imaging
Diagnosis
Fluorescence probe
GSH
Sepsis

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10.7150/thno.22252

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@article{c0659e7ccea848c09005c44499af3a1b,

title = "Naphthalene-based fluorescent probes for glutathione and their applications in living cells and patients with sepsis",

abstract = "Rationale: Among the biothiols-related diseases, sepsis is defined as life-threatening organ dysfunction caused by a dysregulated host response to infection and can result in severe oxidative stress and damage to multiple organs. In this study, we aimed to develop a fluorescence chemosensor that can both detect GSH and further predict sepsis. Methods: In this study, two new naphthalene dialdehyde compounds containing different functional groups were synthesized, and the sensing abilities of these compounds towards biothiols and its applications for prediction of sepsis were investigated. Results: Our study revealed that the newly developed probe 6-methoxynaphthalene-2, 3-dicarbaldehyde (MNDA) has two-photon is capable of detecting GSH in live cells with two-photon microscopy (TPM) under the excitation at a wavelength of 900 nm. Furthermore, two GSH detection probes naphthalene-2,3-dicarboxaldehyde (NDA) and 6-fluoronaphthalene-2,3- dicarbaldehyde (FNDA) not only can detect GSH in living cells, but also showed clinical significance for the diagnosis and prediction of mortality in patients with sepsis. Conclusions: These results open up a promising direction for further medical diagnostic techniques.",

keywords = "Cell imaging, Diagnosis, Fluorescence probe, GSH, Sepsis",

author = "Jun Li and Younghee Kwon and Chung, {Kyung Soo} and Lim, {Chang Su} and Dayoung Lee and Yongkang Yue and Jisoo Yoon and Gyoungmi Kim and Nam, {Sang Jip} and Chung, {Youn Wokk} and Kim, {Hwan Myung} and Caixia Yin and Ryu, {Ji Hwan} and Juyoung Yoon",

note = "Funding Information: J.Y. thanks the National Creative Research Initiative Program of the National Research Foundation of Korea (NRF) funded by the Korean government (MSIP) for grant funding (Grant No. 2012R1A3A2048814). J.-H. R. thanks to the support by the Bio & Medical Technology Development Program of the NRF funded by the Korean government, MSIP (2017M3A9F3041229). C.Y. thanks the National Natural Science Foundation of China for grant funding (No. 21472118, 21672131). H.M.K. thanks the National Leading Research Lab Program of the NRF funded by MSIP for grant funding (No. 2016R1E1A1A02920873). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) using a Jeol JMS 700 high-resolution mass spectrometer. Publisher Copyright: {\textcopyright} Ivyspring International Publisher.",

year = "2018",

doi = "10.7150/thno.22252",

language = "English",

volume = "8",

pages = "1411--1420",

journal = "Theranostics",

issn = "1838-7640",

publisher = "Ivyspring International Publisher",

number = "5",

}

TY - JOUR

T1 - Naphthalene-based fluorescent probes for glutathione and their applications in living cells and patients with sepsis

AU - Li, Jun

AU - Kwon, Younghee

AU - Chung, Kyung Soo

AU - Lim, Chang Su

AU - Lee, Dayoung

AU - Yue, Yongkang

AU - Yoon, Jisoo

AU - Kim, Gyoungmi

AU - Nam, Sang Jip

AU - Chung, Youn Wokk

AU - Kim, Hwan Myung

AU - Yin, Caixia

AU - Ryu, Ji Hwan

AU - Yoon, Juyoung

N1 - Funding Information: J.Y. thanks the National Creative Research Initiative Program of the National Research Foundation of Korea (NRF) funded by the Korean government (MSIP) for grant funding (Grant No. 2012R1A3A2048814). J.-H. R. thanks to the support by the Bio & Medical Technology Development Program of the NRF funded by the Korean government, MSIP (2017M3A9F3041229). C.Y. thanks the National Natural Science Foundation of China for grant funding (No. 21472118, 21672131). H.M.K. thanks the National Leading Research Lab Program of the NRF funded by MSIP for grant funding (No. 2016R1E1A1A02920873). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) using a Jeol JMS 700 high-resolution mass spectrometer. Publisher Copyright: © Ivyspring International Publisher.

PY - 2018

Y1 - 2018

N2 - Rationale: Among the biothiols-related diseases, sepsis is defined as life-threatening organ dysfunction caused by a dysregulated host response to infection and can result in severe oxidative stress and damage to multiple organs. In this study, we aimed to develop a fluorescence chemosensor that can both detect GSH and further predict sepsis. Methods: In this study, two new naphthalene dialdehyde compounds containing different functional groups were synthesized, and the sensing abilities of these compounds towards biothiols and its applications for prediction of sepsis were investigated. Results: Our study revealed that the newly developed probe 6-methoxynaphthalene-2, 3-dicarbaldehyde (MNDA) has two-photon is capable of detecting GSH in live cells with two-photon microscopy (TPM) under the excitation at a wavelength of 900 nm. Furthermore, two GSH detection probes naphthalene-2,3-dicarboxaldehyde (NDA) and 6-fluoronaphthalene-2,3- dicarbaldehyde (FNDA) not only can detect GSH in living cells, but also showed clinical significance for the diagnosis and prediction of mortality in patients with sepsis. Conclusions: These results open up a promising direction for further medical diagnostic techniques.

AB - Rationale: Among the biothiols-related diseases, sepsis is defined as life-threatening organ dysfunction caused by a dysregulated host response to infection and can result in severe oxidative stress and damage to multiple organs. In this study, we aimed to develop a fluorescence chemosensor that can both detect GSH and further predict sepsis. Methods: In this study, two new naphthalene dialdehyde compounds containing different functional groups were synthesized, and the sensing abilities of these compounds towards biothiols and its applications for prediction of sepsis were investigated. Results: Our study revealed that the newly developed probe 6-methoxynaphthalene-2, 3-dicarbaldehyde (MNDA) has two-photon is capable of detecting GSH in live cells with two-photon microscopy (TPM) under the excitation at a wavelength of 900 nm. Furthermore, two GSH detection probes naphthalene-2,3-dicarboxaldehyde (NDA) and 6-fluoronaphthalene-2,3- dicarbaldehyde (FNDA) not only can detect GSH in living cells, but also showed clinical significance for the diagnosis and prediction of mortality in patients with sepsis. Conclusions: These results open up a promising direction for further medical diagnostic techniques.

KW - Cell imaging

KW - Diagnosis

KW - Fluorescence probe

KW - GSH

KW - Sepsis

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U2 - 10.7150/thno.22252

DO - 10.7150/thno.22252

M3 - Article

C2 - 29507630

AN - SCOPUS:85041587817

SN - 1838-7640

VL - 8

SP - 1411

EP - 1420

JO - Theranostics

JF - Theranostics

IS - 5

ER -

Naphthalene-based fluorescent probes for glutathione and their applications in living cells and patients with sepsis

Abstract

Bibliographical note

Keywords

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