A tetrazole-based fluorescence "turn-on" sensor for Al(III) and Zn(II) ions and its application in bioimaging

被引：89

作者：

Ding, Wei-Hua ^{[1
]}

Cao, Wei ^{[1
]}

Zheng, Xiang-Jun ^{[1
]}

Ding, Wan-Jian ^{[1
]}

Qiao, Jin-Ping ^{[1
]}

Jin, Lin-Pei ^{[1
]}

机构：

[1] Beijing Normal Univ, Beijing Key Lab Energy Convers & Storage Mat, Coll Chem, Beijing 100875, Peoples R China

来源：

DALTON TRANSACTIONS | 2014年 / 43卷 / 17期

基金：

中国国家自然科学基金;

关键词：

ELECTRON-TRANSFER; ALUMINUM IONS; ZINC; AL3+; CHEMOSENSOR; ZN2+; COORDINATION; PROBE; ENSEMBLE; CADMIUM;

D O I：

10.1039/c4dt00009a

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A tetrazole derivative 1-[(1H-tetrazol-5-ylimino) methyl] naphthalen-2-ol (H2L) as a fluorescent chemosensor for Al3+ in DMSO and Zn2+ in DMF was designed and synthesized. From H-1 NMR data, the Job plot and the ESI-MS spectrum, 1 : 1 stoichiometric complexation between H2L and Al3+/Zn2+ was found in DMSO and DMF, respectively. The theoretical calculations at the level of B3LYP/6-311G** for the ground state and TD-B3LYP/6-311G** for the excited state revealed the sensing mechanism is the inhibition of excited state intramolecular proton transfer (ESIPT). And the possible fluorescent species formed in the DMSO and DMF solutions were deduced to be [Al(HL)(OH)(NO3)(H2O)(DMSO)] and [Zn(HL)(OH)(H2O)(DMF)]. What's more, it is confirmed that H2L could be used to detect Al3+ and Zn2+ in cells by bioimaging.

引用

页码：6429 / 6435

页数：7

共 65 条

[11] Pentaquinone based probe for nanomolar detection of zinc ions: Chemosensing ensemble as an antioxidant [J].

Bhalla, Vandana ;

Roopa ;

Kumar, Manoj .

DALTON TRANSACTIONS, 2013, 42 (04) :975-980

[12] A triphenylene based zinc ensemble as an oxidation inhibitor [J].

Bhalla, Vandana ;

Arora, Harshveer ;

Dhir, Abhimanew ;

Kumar, Manoj .

CHEMICAL COMMUNICATIONS, 2012, 48 (39) :4722-4724

[13]

Bray T. M., 1990, FREE RADICAL BIOL ME

[14] Fluorescent sensors for Zn2+ based on a fluorescein platform:: Synthesis, properties and intracellular distribution [J].

Burdette, SC ;

Walkup, GK ;

Spingler, B ;

Tsien, RY ;

Lippard, SJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (32) :7831-7841

[15] ZP4, an improved neuronal Zn2+ sensor of the Zinpyr family [J].

Burdette, SC ;

Frederickson, CJ ;

Bu, WM ;

Lippard, SJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (07) :1778-1787

[16] Man and the elements of groups 3 and 13 [J].

Burgess, J .

CHEMICAL SOCIETY REVIEWS, 1996, 25 (02) :85-+

[17]

Butler R.N., 1984, COMPREHENSIVE HETERO, V5, P791, DOI [10.1016/B978-008096519-2.00081-3, DOI 10.1016/B978-008096519-2.00081-3]

[18] Large aqueous aluminum hydroxide molecules [J].

Casey, WH .

CHEMICAL REVIEWS, 2006, 106 (01) :1-16

[19] Combining luminescence, coordination and electron transfer for signalling purposes [J].

de Silva, AP ;

Fox, DB ;

Huxley, AJM ;

Moody, TS .

COORDINATION CHEMISTRY REVIEWS, 2000, 205 :41-57

[20] Signaling recognition events with fluorescent sensors and switches [J].

de Silva, AP ;

Gunaratne, HQN ;

Gunnlaugsson, T ;

Huxley, AJM ;

McCoy, CP ;

Rademacher, JT ;

Rice, TE .

CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566

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