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作为金属离子、阴离子和氨基酸分子化学传感器的三唑并吡啶体系的性质。

Properties of a triazolopyridine system as a molecular chemosensor for metal ions, anions, and amino acids.

作者信息

Chadlaoui Mimoun, Abarca Belén, Ballesteros Rafael, Arellano Carmen Ramírez de, Aguilar Juan, Aucejo Ricardo, García-España Enrique

机构信息

Departament de Química OrgAnica, Facultat de Farmacia, Universitat de València, 46100 Burjassot, Spain.

出版信息

J Org Chem. 2006 Nov 24;71(24):9030-4. doi: 10.1021/jo061326e.

DOI:10.1021/jo061326e
PMID:17109526
Abstract

The characteristics as a chemosensor of the compound 3-methyl-6,8-di(2-pyridyl)-[1,2,3]triazolo[5',1':6,1]pyrido[2,3-]pyrimidine (1) have been analyzed. Interaction with Cu(2+) produces a quenching of the fluorescence, while interaction with Zn(2+) leads to a quenching of the fluorescence followed by a bathochromic shift. The crystal structure of the Zn(1)(H(2)O)(3)(ClO(4))(2) x H(2)O complex shows the coordination of Zn(2+) through the terpyridine moiety. The octahedral site is completed by three water molecules. Interactions of the Zn(2+) complex with the anions sulfate, nitrate, nitrite, and dihydrogenphosphate in ethanol produce hypsochromic shifts and restoration of the fluorescence whose magnitude depends on the anion involved. The maximum interaction is observed for H(2)PO(4)(-). Interactions of the Zn(2+) complex with the amino acids l-aspartate and l-glutamate have also been explored showing a higher interaction with l-aspartate.

摘要

对化合物3-甲基-6,8-二(2-吡啶基)-[1,2,3]三唑并[5',1':6,1]吡啶并[2,3 - ]嘧啶(1)作为化学传感器的特性进行了分析。与Cu(2+)相互作用会导致荧光猝灭,而与Zn(2+)相互作用则会先导致荧光猝灭,随后发生红移。Zn(1)(H(2)O)(3)(ClO(4))(2)·H(2)O配合物的晶体结构表明Zn(2+)通过三联吡啶部分进行配位。八面体配位位点由三个水分子填充。Zn(2+)配合物与乙醇中的硫酸根、硝酸根、亚硝酸根和磷酸二氢根阴离子相互作用会产生蓝移并恢复荧光,其程度取决于所涉及的阴离子。对于H(2)PO(4)(-)观察到最大相互作用。还研究了Zn(2+)配合物与氨基酸L-天冬氨酸和L-谷氨酸的相互作用,结果表明与L-天冬氨酸的相互作用更强。

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