A novel di-triazole based peptide as a highly sensitive and selective fluorescent chemosensor for Zn2+ ions

被引：23

作者：

Kotha, Sambasivarao ^{[1
]}

Goyal , Deepti ^{[1
]}

Banerjee, Subhasree ^{[1
]}

Datta, Anindya ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India

来源：

ANALYST | 2012年 / 137卷 / 12期

关键词：

AMINO-ACID DERIVATIVES; CLICK CHEMISTRY; TERMINAL ALKYNES; BUILDING-BLOCKS; METAL; ZINC; CYCLOADDITION; COORDINATION; SENSOR; AZIDES;

D O I：

10.1039/c2an35222b

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

A di-triazole based peptide has been synthesised by copper catalyzed Huisgen cycloaddition. Fluorescence intensity is enhanced selectively in the presence of Zn2+, which is ascribed to reversal of photoelectron transfer. Compound 7 was found to self-assemble in the presence of Zn(ClO4)(2) in an exclusive 2:1 ratio, which is supported by H-1 NMR titration and mass spectral data. The fluorescence intensity of 7 shows a subsequent ON-OFF phenomenon upon repetitive and alternate addition of Zn(ClO4)(2) and HClO4.

引用

页码：2871 / 2875

页数：5

共 44 条

[1] Peptidomimetics via copper-catalyzed azide-alkyne cycloadditions [J].

Angell, Yu L. ;

Burgess, Kevin .

CHEMICAL SOCIETY REVIEWS, 2007, 36 (10) :1674-1689

[2] The galvanization of biology: A growing appreciation for the roles of zinc [J].

Berg, JM ;

Shi, YG .

SCIENCE, 1996, 271 (5252) :1081-1085

[3] New Polyalkynyl Dendrons and Dendrimers: "Click" Chemistry with Azidomethylferrocene and Specific Anion and Cation Electrochemical Sensing Properties of the 1,2,3-Triazole-Containing Dendrimers [J].

Camponovo, Jeremy ;

Ruiz, Jaime ;

Cloutet, Eric ;

Astruc, Didier .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (12) :2990-3002

[4] Triazole- and azo-coupled calix[4]arene as a highly sensitive chromogenic sensor for Ca2+ and Pb2+ ions [J].

Chang, Kai-Chi ;

Su, In-Hao ;

Lee, Gene-Hsiang ;

Chung, Wen-Sheng .

TETRAHEDRON LETTERS, 2007, 48 (41) :7274-7278

[5] Triazole-modified calix[4]crown as a novel fluorescent on-off switchable chemosensor [J].

Chang, Kai-Chi ;

Su, In-Hao ;

Senthilvelan, Annamalai ;

Chung, Wen-Sheng .

ORGANIC LETTERS, 2007, 9 (17) :3363-3366

[6] A ditopic calix[6]arene ligand with N-methylimidazole and 1,2,3-triazole substituents:: Synthesis and coordination with Zn(II) cations [J].

Colasson, Benoit ;

Save, Marion ;

Milko, Petr ;

Roithova, Jana ;

Schroder, Detlef ;

Reinaud, Olivia .

ORGANIC LETTERS, 2007, 9 (24) :4987-4990

[7]

de Onis M, 2000, B WORLD HEALTH ORGAN, V78, P1222

[8] The neurobiology of zinc in health and disease [J].

Frederickson, CJ ;

Koh, JY ;

Bush, AI .

NATURE REVIEWS NEUROSCIENCE, 2005, 6 (06) :449-462

[9] Clubbed [1,2,3] triazoles by fluorine benzimidazole: A novel approach to H37Rv inhibitors as a potential treatment for tuberculosis [J].

Gill, Charansingh ;

Jadhav, Ganesh ;

Shaikh, Mohammad ;

Kale, Rajesh ;

Ghawalkar, Anant ;

Nagargoje, Deepak ;

Shiradkar, Mahendra .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (23) :6244-6247

[10]

Hassner A., 2012, ORGANIC SYNTHESES BA, P269

← 1 2 3 4 5 →