Development of a ratiometric fluorescent zinc ion probe in near-infrared region, based on tricarbocyanine chromophore

被引：323

作者：

Kiyose, Kazuki

Kojima, Hirotatsu

Urano, Yasuteru

Nagano, Tetsuo

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

[2] JST Agcy, CREST, Kawaguchi, Saitama, Japan

[3] JST Agcy, PRESTO, Kawaguchi, Saitama, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 20期

关键词：

D O I：

10.1021/ja060399c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Novel ratiometric fluorescent probes for Zn2+ in the near-infrared region, based on a tricarbocyanine chromophore, have been designed, synthesized, and evaluated. Upon addition of Zn2+, a 44 nm red shift of the absorption maximum was observed, which indicates that this probe could work as a ratiometric probe for Zn2+. This change is due to the difference in the electron-donating ability of the amine substituent before and after reaction with Zn2+. This fluorescence modulation of amine-substituted tricarbocyanines should be applicable to dual-wavelength measurement of various biomolecules or enzyme activities. Copyright © 2006 American Chemical Society.

引用

收藏

页码：6548 / 6549

页数：2

相关论文

共 22 条

[1] In vivo molecular target assessment of matrix metalloproteinase inhibition [J].

Bremer, C ;

Tung, CH ;

Weissleder, R .

NATURE MEDICINE, 2001, 7 (06) :743-748

[2] The rhodafluor family.: An initial study of potential ratiometric fluorescent sensors for Zn2+ [J].

Burdette, SC ;

Lippard, SJ .

INORGANIC CHEMISTRY, 2002, 41 (25) :6816-6823

[3] A tautomeric zinc sensor for ratiometric fluorescence imaging: Application to nitric oxide-induced release of intracellular zinc [J].

Chang, CJ ;

Jaworski, J ;

Nolan, EM ;

Sheng, M ;

Lippard, SJ .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (05) :1129-1134

[4]

DEAN JA, 1992, LANGES HDB CHEM

[5] 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

[6] MULTIDENTATE COORDINATION COMPOUNDS . CHELATING PROPERTIES OF ALIPHATIC AMINES CONTAINING ALPHA-PYRIDYL RESIDUES AND OTHER AROMATIC RING SYSTEMS AS DONOR GROUPS [J].

GRUENWEDEL, DW .

INORGANIC CHEMISTRY, 1968, 7 (03) :495-+

[7] Improvement and biological applications of fluorescent probes for zinc, ZnAFs [J].

Hirano, T ;

Kikuchi, K ;

Urano, Y ;

Nagano, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (23) :6555-6562

[8] A dual fluorochrome probe for imaging proteases [J].

Kircher, MF ;

Weissleder, R ;

Josephson, L .

BIOCONJUGATE CHEMISTRY, 2004, 15 (02) :242-248

[9] Selective zinc sensor molecules with various affinities for Zn2+, revealing dynamics and regional distribution of synaptically released Zn2+ in hippocampal slices [J].

Komatsu, K ;

Kikuchi, K ;

Kojima, H ;

Urano, Y ;

Nagano, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (29) :10197-10204

[10] A novel, cell-permeable, fluorescent probe for ratiometric imaging of zinc ion [J].

Maruyama, S ;

Kikuchi, K ;

Hirano, T ;

Urano, Y ;

Nagano, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (36) :10650-10651