Dual-Site Fluorescent Probe to Monitor Intracellular Nitroxyl and GSH-GSSG Oscillations.,Analytical Chemistry

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Dual-Site Fluorescent Probe to Monitor Intracellular Nitroxyl and GSH-GSSG Oscillations.
Analytical Chemistry ( IF 6.7 ) Pub Date : 2019-01-31 00:00:00 , DOI: 10.1021/acs.analchem.8b05098
Longxue Nie ₁ , Congcong Gao ₁ , Tianjiao Shen ₁ , Jing Jing ₁ , Shaowen Zhang ₁ , Xiaoling Zhang ₁

Affiliation

Nitroxyl (HNO), the one-electron-reduction product of NO has recently been revealed to have potentially beneficial pharmacological properties in cardiovascular health as a result of interactions with specific thiols such as glutathione (GSH). To disentangle the complicated inter-relationship between HNO and GSH in the signal transduction and oxidative pathways, we designed and synthesized a dual-site fluorescent probe NCF to indicate cellular HNO and GSH-GSSG balance. The sensitive and selective detection of HNO was achieved by incorporating an organophosphine group to naphthaldehyde-TCF. Then the resulted fluorescent product is able to monitor the conversion of GSH and GSSG reversibly. Additionally, outstanding biocompatibility make it capable of monitoring intracellular HNO and consequently GSH-GSSG oscillationsin living cells. We anticipate that NCF will be a unique molecular tool to investigate the interplaying roles of HNO and GSH.

中文翻译：

用于监测细胞内硝基和GSH-GSSG振荡的双位荧光探针。

近年来，由于与特定硫醇（如谷胱甘肽（GSH））的相互作用，一氧化氮（NO）的单电子还原产物硝基氧（HNO）在心血管健康方面具有潜在的有益药理特性。为了弄清HNO和GSH之间在信号转导和氧化途径中的复杂相互关系，我们设计并合成了双位荧光探针NCF表示细胞HNO和GSH-GSSG平衡。HNO的灵敏和选择性检测是通过在萘醛-TCF中引入有机膦基来实现的。然后，所得到的荧光产物能够可逆地监测GSH和GSSG的转化。此外，出色的生物相容性使其能够监测活细胞中的细胞内HNO，进而监测GSH-GSSG振荡。我们预期NCF将成为研究HNO和GSH相互作用的独特分子工具。

更新日期：2019-01-31

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