A selective fluorescence probe for H2S from biothiols with a significant regioselective turn-on response and its application for H2S detection in living cells and in living Caenorhabditis elegans

A selective fluorescence probe for H2S from biothiols with a significant regioselective turn-on response and its application for H2S detection in living cells and in living Caenorhabditis elegans
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具有显着区域选择性开启响应的来自生物硫醇的 H2S 选择性荧光探针及其在活细胞和活体秀丽隐杆线虫中 H2S 检测中的应用

DOI:
10.1016/j.snb.2018.08.138
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发表时间:
2018-12-10
影响因子:
8.4
通讯作者:
Zhu, Hai-Liang
Zhu, Hai-Liang
中科院分区:
化学1区
文献类型:
--
作者:
Yang, Bing;Su, Mi-Mi;Zhu, Hai-Liang

文献摘要

被引文献

相似文献

开发了一种具有显著区域选择性开启响应的选择性探针CP-1,用于检测生物硫醇中的硫化氢。CP-1对H_2S具有极好的选择性,pH范围宽,细胞毒性低。CP-1对生物硫醇(如谷胱甘肽)中的H_2S具有10000多倍的选择性。在实际检测浓度低至50 nm的情况下,CP-1可提供一组分段线性标准曲线,可准确覆盖0~275µM的检测范围。核磁共振谱和高分辨质谱图证实了该检测过程是区域选择性反应。此外,还合成了单基保护化合物FL-1,并对Na2S和生物硫醇进行了测试。所有测试结果表明,探测只能发生在CP-1的一侧。CP-1具有较高的灵敏度和选择性,可进一步用于大鼠尿样分析系统。此外,CP-1已被应用于活体细胞和秀丽线虫的外源性和内源性硫化氢的成像。
A selective probe with a significant regioselective turn-on response, CP-1, has been developed for detection of H2S from biothiols. CP-1 features superb selectivity to H2S, a wide pH range and low cytotoxicity. CP-1 has over 10000-fold selectivity for H2S from biothiols such as GSH. With the actual detected concentration low to 50 nM, CP-1 could provide a set of sectionalized linear standard curves to cover a 0 to 275 mu M detecting range accurately. NMR and HRMS spectra confirmed that the detection process was a regioselective reaction. Furthermore, mono-protected compound FL-1 has been synthesized and tested for Na2S and biothiols. All test results demonstrate that the detection can only occur in one side of CP-1. With high sensitivity and selectivity, CP-1 could be further used in rat urine samples system. Moreover, CP-1 has been applied in the imaging of exogenous and endogenous H2S in living cells and in living Caenorhabditis elegans.