A Synthetically Simple, Click-Generated Cyclam-Based Zinc(II) Sensor

被引：157

作者：

Tamanini, Emiliano ^{[2
]}

Katewa, Arna ^{[3
,4
,5
]}

Sedger, Lisa M. ^{[3
,4
,5
]}

Todd, Matthew H. ^{[1
]}

Watkinson, Michael ^{[2
]}

机构：

[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia

[2] Univ London, Sch Biol & Chem Sci, London E1 4NS, England

[3] Univ Sydney, Westmead Millennium Inst, Inst Immunol & Allergy Res, Sydney, NSW 2006, Australia

[4] Univ Technol Sydney, Inst Biotechnol Infect Dis, Sydney, NSW 2007, Australia

[5] Univ Technol Sydney, Dept Med & Mol Biosci, Sydney, NSW 2007, Australia

来源：

INORGANIC CHEMISTRY | 2009年 / 48卷 / 01期

基金：

英国工程与自然科学研究理事会;

关键词：

FLUORESCENT SENSORS; BIOLOGICAL-SYSTEMS; FUTURE-DIRECTIONS; AQUEOUS-SOLUTION; ZN(II); PROBES; LUMINESCENT; 1,4,7,10-TETRAAZACYCLODODECANE; RECOGNITION; EXPRESSION;

D O I：

10.1021/ic8017634

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A cyclam-based macrocyclic sensor has been prepared using synthetically simple "click" chemistry to link a fluorophore to the macrocyclic receptor. This sensor shows high selectivity for Zn(II) over a range of other metals, providing a significant enhancement of fluorescence intensity over a wide pH range. As such, this is the first cyclam-based sensor demonstrated to be selective for Zn(II) and is the first example of a triazole being used as a coordinating ligand on an azamacrocycle, The sensor can access biologically available zinc in mammalian cells, sensing the Zn(II) flux that exists during apoptotic cell death.

引用

页码：319 / 324

页数：6

共 59 条

[1] CHELATION-ENHANCED FLUORESCENCE OF ANTHRYLAZAMACROCYCLE CONJUGATE PROBES IN AQUEOUS-SOLUTION [J].

AKKAYA, EU ;

HUSTON, ME ;

CZARNIK, AW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (09) :3590-3593

[2] A new zinc(II) fluorophore 2-(9-anthrylmethylamino)ethyl-appended 1,4,7,10-tetraazacyclododecane [J].

Aoki, S ;

Kaido, S ;

Fujioka, H ;

Kimura, E .

INORGANIC CHEMISTRY, 2003, 42 (04) :1023-1030

[3] A new fluorescent probe for zinc(II):: An 8-hydroxy-5-N,N-dimethylaminosulfonylquinoline-pendant 1,4,7,10-tetraazacyclododecane [J].

Aoki, Shin ;

Sakurama, Kazusa ;

Matsuo, Nanako ;

Yamada, Yasuyuki ;

Takasawa, Ryoko ;

Tanuma, Sei-ichi ;

Shiro, Motoo ;

Takeda, Kei ;

Kimura, Eiichi .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (35) :9066-9080

[4] Protonation and coordination properties towards Zn(II), Cd(II) and Hg(II) of a phenanthroline-containing macrocycle with an ethylamino pendant arm [J].

Bazzicalupi, C ;

Bencini, A ;

Berni, E ;

Bianchi, A ;

Borsari, L ;

Giorgi, C ;

Valtancoli, B ;

Lodeiro, C ;

Lima, JC ;

Parola, AJ ;

Pina, F .

DALTON TRANSACTIONS, 2004, (04) :591-597

[5] A fluorescent chemosensor for Zn(II). Exciplex formation in solution and the solid state [J].

Bencini, A ;

Berni, E ;

Bianchi, A ;

Fornasari, P ;

Giorgi, C ;

Lima, JC ;

Lodeiro, C ;

Melo, MJ ;

de Melo, JS ;

Parola, AJ ;

Pina, F ;

Pina, J ;

Valtancoli, B .

DALTON TRANSACTIONS, 2004, (14) :2180-2187

[6] Molecular switches of fluorescence operating through metal centred redox couples [J].

Bergonzi, R ;

Fabbrizzi, L ;

Licchelli, M ;

Mangano, C .

COORDINATION CHEMISTRY REVIEWS, 1998, 170 :31-46

[7] Meeting of the minds: Metalloneurochemistry [J].

Burdette, SC ;

Lippard, SJ .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2003, 100 (07) :3605-3610

[8] Luminescent sensors and switches in the early 21st century [J].

Callan, JF ;

de Silva, AP ;

Magri, DC .

TETRAHEDRON, 2005, 61 (36) :8551-8588

[9] Ratiometric and near-infrared molecular probes for the detection and imaging of zinc ions [J].

Carol, Priya ;

Sreejith, Sivaramapanicker ;

Ajayaghosh, Ayyappanpillai .

CHEMISTRY-AN ASIAN JOURNAL, 2007, 2 (03) :338-348

[10] Zinc, insulin and diabetes [J].

Chausmer, AB .

JOURNAL OF THE AMERICAN COLLEGE OF NUTRITION, 1998, 17 (02) :109-115

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