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Selective Dendritic Fluorescent Sensors for Zn(II) 英文参考文献
Molecules 2008, 13, 922-930
molecules
ISSN 1420-3049
? 2008 by MDPI
/molecules
Full Paper
Selective Dendritic Fluorescent Sensors for Zn(II)
Feng Wang, Ruogu Peng and Yaowu Sha*
The Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology, Department of
Chemistry, Tsinghua University, Beijing 100084, P.R. China
* Author to whom correspondence should be addressed; E-mail: shayw@
Received: 6 April 2008; in revised form: 17 April 2008 / Accepted: 18 April 2008 / Published: 19 April
2008
Abstract: A series of dendritic 8-hydroxyquinoline (8-HQ) and 5-dialkyl(aryl)amino-
methyl-8-HQ derivatives were synthesized and their fluoroionophoric properties toward
representative alkali, alkaline earth, group IIIA and transition metal ions were
investigated. Among the selected ions, Zn(II) enhanced the fluorescence of N-di-
(methoxycarbonylethyl)aminoethyl-3-[4-(8-hydroxyquinolin-5-ylmethyl)piperazin-1-yl]-
propanoic amide] (7) by 31-fold, while Al(III) caused enhancement to some extent. The
absence of any significant fluorescence enhancement by the other ions examined renders 7
a highly useful Zn(II)-selective fluorescent sensor.
Keywords: Dendritic, 8-hydroxyquinoline, Zn2+, fluorescence enhancement.
Introduction
Zinc, which always occurs as a divalent cation [Zn(II)] in biological systems, is the second most
abundant transition metal after iron. Its amounts in brain tissues can reach 0.1-0.5 mM [1]. The Zn2+
ion is well known to play diverse roles in biological processes [2], such as its presence in hundreds of
structural metalloproteins [3] and at the catalytic centre of human carbonic anhydrase [4] and its
involvement in the regulation of gene expression [5] and cellular apoptosis [6]. Disorders of zinc
metabolism are closely associated with many severe neurological diseases, such as Alzheimer’s
disease, amyotrophic lateral sclerosis (ALS), Guam ALS-Parkins
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