Combinatorial Strategy to Identify Fluorescent Probes for Biothiol and Thiophenol Based on Diversified Pyrimidine Moieties and Their Biological Applications

被引：67

作者：

Xie, Xilei ^{[1
]}

Li, Mengmeng ^{[1
]}

Tang, Fuyan ^{[1
]}

Li, Yong ^{[1
]}

Zhang, Leilei ^{[2
,3
]}

Jiao, Xiaoyun ^{[1
]}

Wang, Xu ^{[1
]}

Tang, Bo ^{[1
]}

机构：

[1] Shandong Normal Univ, Coll Chem Chem Engn & Mat Sci, Collaborat Innovat Ctr Functionalized Probes Chem, Key Lab Mol & Nano Probes,Minist Educ,Inst Mol &, Jinan 250014, Peoples R China

[2] Chinese Acad Med Sci, Inst Mat Med, Beijing Key Lab Act Subst Discovery & Druggabil E, Beijing 10050, Peoples R China

[3] Peking Union Med Coll, Beijing 10050, Peoples R China

来源：

ANALYTICAL CHEMISTRY | 2017年 / 89卷 / 05期

基金：

中国国家自然科学基金;

关键词：

OXYGEN SPECIES GENERATION; HYDROGEN-PEROXIDE; AROMATIC DISULFIDES; CARBON-MONOXIDE; RECENT PROGRESS; WATER SAMPLES; THIOLS; GLUTATHIONE; TOXICITY; CYSTEINE;

D O I：

10.1021/acs.analchem.6b04608

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

We present a feasible paradigm of developing original fluorescent probes for target biomolecules via combinatorial chemistry. In this developmental program, pyrimidine moieties were investigated and optimized as unique recognition units for thiols for the first time through a parallel synthesis in combination with a rapid screening process. This time-efficient and cost-saving process effectively facilitated the developmental progress and provided detailed structure reactivity relationships. As a result, Res-Biot and Flu-Pht were identified as optimal fluorescent probes for biothiol and thiophenol, respectively. Their favorable characteristics and superior applicability have been well demonstrated in both chemical and biological contexts. In particular, Res-Biot enables the direct visualization of biothiol fluctuations during oxidative stress and cell apoptosis, indicating its suitability in elucidation of a specific pathophysiological process in both living cells and living animals. Meanwhile, Flu-Pht is competent to visualize thiophenols without the interference from endogenous biothiols in living cells.

引用

页码：3015 / 3020

页数：6

共 45 条

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