生物硫醇荧光探针的设计、合成及应用研究

null 牛卫芬; null 张潮; null 贾娟; null 贠克明; null 双少敏; null 董川; Ricky M S 黄文成

doi:10.19756/j.issn.0253-3820.191237

生物硫醇荧光探针的设计、合成及应用研究

Translated title of the contribution: Synthesis and Properties of Fluorescent Probe for Detection of Biothiols in Live Cells

牛卫芬, 张潮, 贾娟, 贠克明, 双少敏, 董川^*, 黄文成^*

^*Corresponding author for this work

Research output: Contribution to journal › Journal article › peer-review

Abstract

以4-(4-羟基苯乙烯基)-1-甲基吡啶盐(MCY)为荧光团、4-硝基苯并恶二唑(NBD)为硫醇的反应基团，合成荧光探针(MCY-NBD)，用于高灵敏、选择性检测细胞中的生物硫醇。探针与硫醇反应后，呈现显著的绿色荧光增强，荧光增强程度与硫醇浓度在0.1～4.0μmol/L范围内呈良好的线性关系，检出限为0.03μmol/L；此探针具有反应速度快、选择性高、光学稳定性好等优点。激光共聚焦扫描显微成像结果表明，MCY-NBD具有优良的生物相容性、细胞膜通透性及低毒性，可用于快速检测细胞内生物硫醇的浓度。

A highly sensitive biothiols-selective fluorescent probe(MCY-NBD) was developed based on the merocyanine fluorophore of 4-(4-hydroxy styryl)-1-methyl pyridine iodide (MCY) and nitro benzo furazan(NBD) as the biothiols-specific recognition group. Upon reacting with biothiols, the probe showed a strong fluorescence enhancement more than 8-fold and very fast response. Moreover, the fluorescence intensity change of MCY-NBD at 526 nm was found to be linearly proportional to biothiols concentrations in the range of 0.1-4.0 μmol/L with a detection limit of 0.03 μmol/L, indicating that MCY-NBD was highly sensitive to biothiols. Confocal laser scanning microscopic imaging experiment proved that MCY-NBD had excellent biocompatibility and cell membrane permeability with low cytotoxicity, which was desirable for fast detection and visualization of both endogenous and exogenous biothiols in live cells.

Translated title of the contribution	Synthesis and Properties of Fluorescent Probe for Detection of Biothiols in Live Cells
Original language	Chinese (Simplified)
Pages (from-to)	1767-1777
Number of pages	11
Journal	分析化学
Volume	47
Issue number	11
DOIs	https://doi.org/10.19756/j.issn.0253-3820.191237
Publication status	Published - Nov 2019

User-Defined Keywords

生物硫醇
荧光探针
细胞成像
Biothiols
Cells imaging
Fluorescent probe

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10.19756/j.issn.0253-3820.191237

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@article{62438f6dc24c4166a0c64497e52ee556,

title = "生物硫醇荧光探针的设计、合成及应用研究",

abstract = "以4-(4-羟基苯乙烯基)-1-甲基吡啶盐(MCY)为荧光团、4-硝基苯并恶二唑(NBD)为硫醇的反应基团，合成荧光探针(MCY-NBD)，用于高灵敏、选择性检测细胞中的生物硫醇。探针与硫醇反应后，呈现显著的绿色荧光增强，荧光增强程度与硫醇浓度在0.1～4.0μmol/L范围内呈良好的线性关系，检出限为0.03μmol/L；此探针具有反应速度快、选择性高、光学稳定性好等优点。激光共聚焦扫描显微成像结果表明，MCY-NBD具有优良的生物相容性、细胞膜通透性及低毒性，可用于快速检测细胞内生物硫醇的浓度。 A highly sensitive biothiols-selective fluorescent probe(MCY-NBD) was developed based on the merocyanine fluorophore of 4-(4-hydroxy styryl)-1-methyl pyridine iodide (MCY) and nitro benzo furazan(NBD) as the biothiols-specific recognition group. Upon reacting with biothiols, the probe showed a strong fluorescence enhancement more than 8-fold and very fast response. Moreover, the fluorescence intensity change of MCY-NBD at 526 nm was found to be linearly proportional to biothiols concentrations in the range of 0.1-4.0 μmol/L with a detection limit of 0.03 μmol/L, indicating that MCY-NBD was highly sensitive to biothiols. Confocal laser scanning microscopic imaging experiment proved that MCY-NBD had excellent biocompatibility and cell membrane permeability with low cytotoxicity, which was desirable for fast detection and visualization of both endogenous and exogenous biothiols in live cells.",

keywords = "生物硫醇, 荧光探针, 细胞成像, Biothiols, Cells imaging, Fluorescent probe",

author = "牛卫芬 and 张潮 and 贾娟 and 贠克明 and 双少敏 and 董川 and 黄文成",

year = "2019",

month = nov,

doi = "10.19756/j.issn.0253-3820.191237",

language = "Chinese (Simplified)",

volume = "47",

pages = "1767--1777",

journal = "分析化学",

issn = "0253-3820",

publisher = "中国化学会; 中国科学院长春应用化学研究所",

number = "11",

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TY - JOUR

T1 - 生物硫醇荧光探针的设计、合成及应用研究

AU - 牛卫芬, null

AU - 张潮, null

AU - 贾娟, null

AU - 贠克明, null

AU - 双少敏, null

AU - 董川, null

AU - 黄文成, null

PY - 2019/11

Y1 - 2019/11

N2 - 以4-(4-羟基苯乙烯基)-1-甲基吡啶盐(MCY)为荧光团、4-硝基苯并恶二唑(NBD)为硫醇的反应基团，合成荧光探针(MCY-NBD)，用于高灵敏、选择性检测细胞中的生物硫醇。探针与硫醇反应后，呈现显著的绿色荧光增强，荧光增强程度与硫醇浓度在0.1～4.0μmol/L范围内呈良好的线性关系，检出限为0.03μmol/L；此探针具有反应速度快、选择性高、光学稳定性好等优点。激光共聚焦扫描显微成像结果表明，MCY-NBD具有优良的生物相容性、细胞膜通透性及低毒性，可用于快速检测细胞内生物硫醇的浓度。 A highly sensitive biothiols-selective fluorescent probe(MCY-NBD) was developed based on the merocyanine fluorophore of 4-(4-hydroxy styryl)-1-methyl pyridine iodide (MCY) and nitro benzo furazan(NBD) as the biothiols-specific recognition group. Upon reacting with biothiols, the probe showed a strong fluorescence enhancement more than 8-fold and very fast response. Moreover, the fluorescence intensity change of MCY-NBD at 526 nm was found to be linearly proportional to biothiols concentrations in the range of 0.1-4.0 μmol/L with a detection limit of 0.03 μmol/L, indicating that MCY-NBD was highly sensitive to biothiols. Confocal laser scanning microscopic imaging experiment proved that MCY-NBD had excellent biocompatibility and cell membrane permeability with low cytotoxicity, which was desirable for fast detection and visualization of both endogenous and exogenous biothiols in live cells.

AB - 以4-(4-羟基苯乙烯基)-1-甲基吡啶盐(MCY)为荧光团、4-硝基苯并恶二唑(NBD)为硫醇的反应基团，合成荧光探针(MCY-NBD)，用于高灵敏、选择性检测细胞中的生物硫醇。探针与硫醇反应后，呈现显著的绿色荧光增强，荧光增强程度与硫醇浓度在0.1～4.0μmol/L范围内呈良好的线性关系，检出限为0.03μmol/L；此探针具有反应速度快、选择性高、光学稳定性好等优点。激光共聚焦扫描显微成像结果表明，MCY-NBD具有优良的生物相容性、细胞膜通透性及低毒性，可用于快速检测细胞内生物硫醇的浓度。 A highly sensitive biothiols-selective fluorescent probe(MCY-NBD) was developed based on the merocyanine fluorophore of 4-(4-hydroxy styryl)-1-methyl pyridine iodide (MCY) and nitro benzo furazan(NBD) as the biothiols-specific recognition group. Upon reacting with biothiols, the probe showed a strong fluorescence enhancement more than 8-fold and very fast response. Moreover, the fluorescence intensity change of MCY-NBD at 526 nm was found to be linearly proportional to biothiols concentrations in the range of 0.1-4.0 μmol/L with a detection limit of 0.03 μmol/L, indicating that MCY-NBD was highly sensitive to biothiols. Confocal laser scanning microscopic imaging experiment proved that MCY-NBD had excellent biocompatibility and cell membrane permeability with low cytotoxicity, which was desirable for fast detection and visualization of both endogenous and exogenous biothiols in live cells.

KW - 生物硫醇

KW - 荧光探针

KW - 细胞成像

KW - Biothiols

KW - Cells imaging

KW - Fluorescent probe

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U2 - 10.19756/j.issn.0253-3820.191237

DO - 10.19756/j.issn.0253-3820.191237

M3 - Journal article

SN - 0253-3820

VL - 47

SP - 1767

EP - 1777

JO - 分析化学

JF - 分析化学

IS - 11

ER -

生物硫醇荧光探针的设计、合成及应用研究

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