A concentration dependent auto-relay-recognition by the same analyte: a dual fluorescence switch-on by hydrogen sulfide via Michael addition followed by reduction and staining for bio-activity

被引：16

作者：

Das, Avijit Kumar ^{[1
]}

Goswami, Shyamaprosad ^{[1
]}

Dutta, Gorachand ^{[2
]}

Maity, Sibaprasad ^{[3
]}

Mandal, Tarun Kanti ^{[3
]}

Khanra, Kalyani ^{[4
]}

Bhattacharyya, Nandan ^{[4
]}

机构：

[1] Indian Inst Engn Sci & Technol, Dept Chem, Sibpur, W Bengal, India

[2] Pusan Natl Univ, Busan 609735, South Korea

[3] Haldia Inst Technol, Haldia, India

[4] Panskura Banamali Coll, Panskura, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 02期

关键词：

LIVING CELLS; REDOX CYCLE; SE-BODIPY; PROBE; H2S; FLUORIDE; CHEMODOSIMETER; THIOLYSIS; STRATEGY; ACID;

D O I：

10.1039/c5ob02008e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

H2S is shown, for the first time, to play an extraordinary dual role due to its nucleophilicity and reducing property with our single chemosensor, PND [4-(piperidin-1-yl) naphthalene-1,2-dione]. The initial nucleophilic attack via Michael addition (a lower concentration of H2S, blue fluorescence) is followed by the reduction of the 1,2-diketo functionality (a higher concentration of H2S, green fluorescence). This chemosensor, which also shows biological response, is remarkably effective in sensing the same analyte (H2S) at its different concentrations in a relay pathway via a fluorescence "off-on-on" mechanism, and this is also supported by DFT calculation and Cyclic voltammograms.

引用

页码：570 / 576

页数：7

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