Effective switch-on fluorescence sensing of zinc(II) ion by 8-aminoquinolino-β-cyclodextrin/adamantaneacetic acid system in water

被引：56

作者：

Chen, Yong ^{[1
]}

Han, Kun-Ying ^{[1
]}

Liu, Yu ^{[1
]}

机构：

[1] Nankai Univ, Dept Chem, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2007年 / 15卷 / 13期

基金：

中国国家自然科学基金;

关键词：

zinc; fluorescence sensing; cyclodextrin; 8-aminoquinoline;

D O I：

10.1016/j.bmc.2007.04.016

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A water-soluble 8-aminoquinolino-beta-cyclodextrin/1-adamantaneacetic acid (1/ADA) system is prepared in situ and exhibits a unique switch-on fluorescence response to Zn2+ over other common metal ions. Spectrophotometric studies demonstrate that this system can strongly coordinate Zn2+ through a cyclodextrin/substrate/metal triple recognition mode, and the resulting 1/ADA/Zn2+ ternary complex emits the blue-green fluorescence (lambda = 490 nm) that can be easily distinguished by eyes in aqueous solution. Significantly, the switch-on fluorescence response of 1/ADA to Zn2+ is barely affected by various metal ions except Cu2+. As a result, this system can behave as an efficient supramolecular fluorescence sensor for Zn2+ in water. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：4537 / 4542

页数：6

共 41 条

[1] A carboxyl-terminal Cys/His2-type zinc-finger motif in DNA primase influences DNA content in Synechococcus PCC 7942 [J].

Bird, AJ ;

Turner-Cavet, JS ;

Lakey, JH ;

Robinson, NJ .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (33) :21246-21252

[2] Metals and neuroscience [J].

Bush, AI .

CURRENT OPINION IN CHEMICAL BIOLOGY, 2000, 4 (02) :184-191

[3] A chiroptically enhanced fluorescent chemosensor [J].

Castagnetto, JM ;

Canary, JW .

CHEMICAL COMMUNICATIONS, 1998, (02) :203-204

[4] SYNTHESIS AND PROPERTIES OF TRANSITION-METAL COMPLEXES OF 5,5-BIS(N-8-QUINOLYLCARBAMOYL)NONANE [J].

CHAMBRON, JC ;

HIRATANI, K .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1991, (06) :1483-1486

[5] 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

[6] Detection and imaging of zinc secretion from pancreatic β-cells using a new fluorescent zinc indicator [J].

Gee, KR ;

Zhou, ZL ;

Qian, WJ ;

Kennedy, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (05) :776-778

[7] A new, highly fluorescent terpyridine which responds to zinc ions with a large red-shift in emission [J].

Goodall, W ;

Williams, JAG .

CHEMICAL COMMUNICATIONS, 2001, (23) :2514-2515

[8] FLUORESCENT SENSORS OF MOLECULAR RECOGNITION - MODIFIED CYCLODEXTRINS CAPABLE OF EXHIBITING GUEST-RESPONSIVE TWISTED INTRAMOLECULAR CHARGE-TRANSFER FLUORESCENCE [J].

HAMASAKI, K ;

IKEDA, H ;

NAKAMURA, A ;

UENO, A ;

TODA, F ;

SUZUKI, I ;

OSA, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5035-5040

[9] Selective detection of zinc ions with novel luminescent lanthanide probes [J].

Hanaoka, K ;

Kikuchi, K ;

Kojima, H ;

Urano, Y ;

Nagano, T .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (26) :2996-2999

[10] Formation of metallo-6(A)-((2-(bis(2-aminoethyl)amino)ethyl)amino)-6(A)-deoxy-beta-cyclodextrins and their complexation of tryptophan in aqueous solution [J].

Haskard, CA ;

Easton, CJ ;

May, BL ;

Lincoln, SF .

INORGANIC CHEMISTRY, 1996, 35 (04) :1059-1064

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