An "off-on" fluorescent probe for the detection of cysteine /homocysteine and its imaging in living cells

Mengfang Tang; Luling Wu; Dan Wu; Chusen Huang; Weiping Zhu; Yufang Xu; Xuhong Qian

doi:10.1039/c6ra00832a

An "off-on" fluorescent probe for the detection of cysteine /homocysteine and its imaging in living cells

Mengfang Tang, Luling Wu, Dan Wu, Chusen Huang, Weiping Zhu, Yufang Xu, Xuhong Qian

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

16 Scopus citations

Abstract

Based on the NCL reaction, we report a novel "off-on" fluorescent probe BQ for the sensing of Cys/Hcy by a FRET strategy. Owing to the quenching effect of azo-based naphthalimide, BQ showed nonfluorescence. Upon the interaction of Cys/Hcy, a dramatic increase of the fluorescence signal was observed, with a high selectivity toward Cys/Hcy over GSH. Additionally, the discrimination of Cys from Hcy also could be achieved through the different rates of the transthioesterification reaction between thiols and BQ, especially when the concentration of Cys and Hcy was below 100 μM. The Cys/Hcy could be specifically labeled by the BODIPY fluorophore of BQ after the NCL reaction. Living cell imaging experiments demonstrated that BQ can selectively label Cys/Hcy and distinguish Cys/Hcy from other bioreagents including GSH in living systems.

Original language	English
Pages (from-to)	34996-35000
Number of pages	5
Journal	RSC Advances
Volume	6
Issue number	41
DOIs	https://doi.org/10.1039/c6ra00832a
State	Published - 2016
Externally published	Yes

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title = "An {"}off-on{"} fluorescent probe for the detection of cysteine /homocysteine and its imaging in living cells",

abstract = "Based on the NCL reaction, we report a novel {"}off-on{"} fluorescent probe BQ for the sensing of Cys/Hcy by a FRET strategy. Owing to the quenching effect of azo-based naphthalimide, BQ showed nonfluorescence. Upon the interaction of Cys/Hcy, a dramatic increase of the fluorescence signal was observed, with a high selectivity toward Cys/Hcy over GSH. Additionally, the discrimination of Cys from Hcy also could be achieved through the different rates of the transthioesterification reaction between thiols and BQ, especially when the concentration of Cys and Hcy was below 100 μM. The Cys/Hcy could be specifically labeled by the BODIPY fluorophore of BQ after the NCL reaction. Living cell imaging experiments demonstrated that BQ can selectively label Cys/Hcy and distinguish Cys/Hcy from other bioreagents including GSH in living systems.",

author = "Mengfang Tang and Luling Wu and Dan Wu and Chusen Huang and Weiping Zhu and Yufang Xu and Xuhong Qian",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2016.",

year = "2016",

doi = "10.1039/c6ra00832a",

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issn = "2046-2069",

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T1 - An "off-on" fluorescent probe for the detection of cysteine /homocysteine and its imaging in living cells

AU - Tang, Mengfang

AU - Wu, Luling

AU - Wu, Dan

AU - Huang, Chusen

AU - Zhu, Weiping

AU - Xu, Yufang

AU - Qian, Xuhong

PY - 2016

Y1 - 2016

N2 - Based on the NCL reaction, we report a novel "off-on" fluorescent probe BQ for the sensing of Cys/Hcy by a FRET strategy. Owing to the quenching effect of azo-based naphthalimide, BQ showed nonfluorescence. Upon the interaction of Cys/Hcy, a dramatic increase of the fluorescence signal was observed, with a high selectivity toward Cys/Hcy over GSH. Additionally, the discrimination of Cys from Hcy also could be achieved through the different rates of the transthioesterification reaction between thiols and BQ, especially when the concentration of Cys and Hcy was below 100 μM. The Cys/Hcy could be specifically labeled by the BODIPY fluorophore of BQ after the NCL reaction. Living cell imaging experiments demonstrated that BQ can selectively label Cys/Hcy and distinguish Cys/Hcy from other bioreagents including GSH in living systems.

AB - Based on the NCL reaction, we report a novel "off-on" fluorescent probe BQ for the sensing of Cys/Hcy by a FRET strategy. Owing to the quenching effect of azo-based naphthalimide, BQ showed nonfluorescence. Upon the interaction of Cys/Hcy, a dramatic increase of the fluorescence signal was observed, with a high selectivity toward Cys/Hcy over GSH. Additionally, the discrimination of Cys from Hcy also could be achieved through the different rates of the transthioesterification reaction between thiols and BQ, especially when the concentration of Cys and Hcy was below 100 μM. The Cys/Hcy could be specifically labeled by the BODIPY fluorophore of BQ after the NCL reaction. Living cell imaging experiments demonstrated that BQ can selectively label Cys/Hcy and distinguish Cys/Hcy from other bioreagents including GSH in living systems.

UR - https://www.scopus.com/pages/publications/84966349152

U2 - 10.1039/c6ra00832a

DO - 10.1039/c6ra00832a

M3 - 文章

AN - SCOPUS:84966349152

SN - 2046-2069

VL - 6

SP - 34996

EP - 35000

JO - RSC Advances

JF - RSC Advances

IS - 41

ER -

An "off-on" fluorescent probe for the detection of cysteine /homocysteine and its imaging in living cells

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