Highly sensitive fluorescent probes for zinc ion based on triazolyl-containing tetradentate coordination motifs

被引：187

作者：

Huang, Sha ^{[1
]}

Clark, Ronald J. ^{[1
]}

Zhu, Lei ^{[1
]}

机构：

[1] Florida State Univ, Dept Chem & Biochem, Tallahassee, FL 32306 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 24期

关键词：

D O I：

10.1021/ol702208y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new 1,2,3-triazolyl-containing N4-tetradentate ligands show nanomolar affinity for Zn2+ under physiological conditions. Furthermore, they are easily derivatizable to afford fluorescent probes suitable for sensitive Zn2+ detection. Structural characterizations in both solid and solution states suggest that N3 and N2 in the 1,2,3-triazolyl moiety coordinate with Zn2+ in A and B to afford five-membered and six-membered coordination rings, respectively. The probes show sensitive fluorescence enhancement and ratiometric responses to Zn2+.

引用

页码：4999 / 5002

页数：4

共 40 条

[11]

Cotton FA, 1980, ADV INORGANIC CHEM

[12] Detection of zinc ions by differential circularly polarized fluorescence excitation [J].

Dai, ZH ;

Proni, G ;

Mancheno, D ;

Karimi, S ;

Berova, N ;

Canary, JW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (38) :11760-11761

[13] Stereochemical control of Zn(II)/Cu(II) selectivity in piperidine tripod ligands [J].

Dai, ZH ;

Xu, XD ;

Canary, JW .

CHEMICAL COMMUNICATIONS, 2002, (13) :1414-1415

[14] A fluorescent photoinduced electron transfer sensor for cations with an off-on-off proton switch [J].

deSilva, SA ;

Zavaleta, A ;

Baron, DE ;

Allam, O ;

Isidor, EV ;

Kashimura, N ;

Percarpio, JM .

TETRAHEDRON LETTERS, 1997, 38 (13) :2237-2240

[15] Clickphine: A novel and highly versatile P,N ligand class via click chemistry [J].

Detz, Remko J. ;

Arevalo Heras, Silvia ;

de Gelder, R. ;

van Leeuwen, Piet W. N. M. ;

Hiemstra, Henk ;

Reek, Joost N. H. ;

van Maarseveen, Jan H. .

ORGANIC LETTERS, 2006, 8 (15) :3227-3230

[16] Aqueous coordination chemistry of quinoline-based fluorescence probes for the biological chemistry of zinc [J].

Fahrni, CJ ;

O'Halloran, TV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (49) :11448-11458

[17] Synaptically released zinc: Physiological functions and pathological effects [J].

Frederickson, CJ ;

Bush, AI .

BIOMETALS, 2001, 14 (3-4) :353-366

[18] MOLECULAR MECHANICS CALCULATIONS AND METAL-ION RECOGNITION [J].

HANCOCK, RD .

ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (08) :253-257

[19] CHELATION-ENHANCED FLUORESCENCE IN 9,10-BIS(TMEDA)ANTHRACENE [J].

HUSTON, ME ;

HAIDER, KW ;

CZARNIK, AW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (13) :4460-4462

[20] Fluorescent detection of zinc in biological systems: recent development on the design of chemosensors and biosensors [J].

Jiang, PJ ;

Guo, ZJ .

COORDINATION CHEMISTRY REVIEWS, 2004, 248 (1-2) :205-229

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