One- and Two-Photon-Activated Cysteine Persulfide Donors for Biological Targeting
One- and Two-Photon-Activated Cysteine Persulfide Donors for Biological Targeting
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DOI：
10.1021/acs.joc.9b01224
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发表时间：
2019-09-20
影响因子：
3.6
通讯作者：
Singh, N. D. Pradeep
中科院分区：
文献类型：
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作者：
Chaudhuri, Amrita;Venkatesh, Yarra;Singh, N. D. Pradeep
过硫化物被认为是一种潜在的信号化合物，类似于“S-过硫化”中的H2S，这是一种硫介导的氧化还原循环。由于缺乏有效的过硫化物供体，这一硫介导物种的研究受到阻碍。在目前的研究中，我们已经开发了一个和两个光子激活的过硫化物供体的基础上邻硝基苄基（ONB）光触发，释放生物活性的过硫化物（N-乙酰基L-半胱氨酸过硫化物，NAC-SSH）在时空的方式。接下来，我们已经证明了使用众所周知的“打开”荧光探针，即monobromobimane，和捕获剂，即2，4-二硝基氟苯，分别定性和定量检测过硫化物的释放。此外，我们研究了合成的过硫化物供体对HeLa细胞的细胞毒性和在高氧化细胞环境中的细胞保护能力。
Persulfides have been considered as potential signaling compounds similar to the H2S in "S-persulfidation", a sulfur-mediated redox cycle. The research of this sulfur-mediated species is hindered because of the lack of efficient persulfide donors. In this current study, we have developed one- and two-photon-activated persulfide donors based on an o-nitrobenzyl (ONB) phototrigger, which releases the biologically active persulfide (N-acetyl L-cysteine persulfide, NAC-SSH) in a spatiotemporal manner. Next, we have demonstrated the detection of persulfide release both qualitatively and quantitatively using the well-known "turn on" fluorescence probe, that is, monobromobimane, and the trapping agent, that is, 2,4-dinitrofluorobenzene, respectively. Furthermore, we examined the cytotoxicity of synthesized persulfide donors on HeLa cells and the cytoprotective ability in the highly oxidizing cellular environment.