Regulating glutathione-responsiveness of naphthalimide-based fluorescent probes by an oxidation strategy†,Organic & Biomolecular Chemistry

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Regulating glutathione-responsiveness of naphthalimide-based fluorescent probes by an oxidation strategy†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-07-13 00:00:00 , DOI: 10.1039/c8ob01258j
Guotao Liu _{1,

2,

3,

4,

5} , Weijie Chen _{1,

2,

3,

4,

5} , Zhiqiang Xu _{1,

2,

3,

4,

5} , Fengying Ye _{1,

2,

3,

4,

5} , Yingle Pan _{1,

2,

3,

4,

5} , Xiaoqiang Chen _{6,

7,

8,

9,

10} , Sheng Hua Liu _{1,

2,

3,

4,

5} , Lintao Zeng _{11,

12,

13,

14} , Jun Yin _{1,

2,

3,

4,

5}

Affiliation

Two naphthalimide-based fluorescent probes containing a thiomorpholine (Np-NS) or a sulfoxide-morpholine (Np-NSO) component are reported. The morpholine unit of non-fluorescent Np-NS and Np-NSO can transform into sulphone-morpholine and be accompanied by blue fluorescence upon oxidative stress, ascribed to the formation of sulphone-morpholine on probes. This sensing behavior displays that they can selectively respond to glutathione to generate a green emission by a sulfonamide-based detection moiety both in vitro and in living cells. Interestingly, the different oxidation states of a sulphur atom on a thiomorpholine ring can be utilized to regulate responsiveness of these probes towards glutathione. Such an oxidation strategy would provide a possibility for enhancing the response rate.

中文翻译：

通过氧化策略调节基于萘二甲酰亚胺的荧光探针的谷胱甘肽反应性†

报道了两种基于萘二甲酰亚胺的荧光探针，其中含有硫吗啉（Np-NS）或亚砜-吗啉（Np-NSO）组分。非荧光Np-NS和Np-NSO的吗啉单元可以转化为砜-吗啉，并在氧化应激时伴有蓝色荧光，这归因于探针上形成了砜-吗啉。这种感测行为表明，它们可以在体外通过基于磺酰胺的检测部分选择性地响应谷胱甘肽产生绿色发射。和活细胞中。有趣的是，硫吗啉环上硫原子的不同氧化态可用于调节这些探针对谷胱甘肽的响应性。这种氧化策略将提供提高响应速度的可能性。

更新日期：2018-07-13

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