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基于荧光丹磺酰平台的用于金属离子传感的N-烷基双邻氨基苯甲酰胺的固相合成

Solid phase synthesis of N-alkyl-bis-o-aminobenzamides for metal ion sensing based on a fluorescent dansyl platform.

作者信息

Pina-Luis G, Ochoa-Terán A, Rivero I A

机构信息

Graduate Center and Research of Technological Institute of Tijuana, Tijuana, B.C. México.

出版信息

J Comb Chem. 2009 Jan-Feb;11(1):83-90. doi: 10.1021/cc8000772.

DOI:10.1021/cc8000772
PMID:19072173
Abstract

In this paper, we report the synthesis on Merrifield's resin of alkyl-bis-o-aminobenzamides labeled with a fluorescent dansyl group for use in metal ion recognition. The influence of alkyl groups with different long chains (n = 1, 2, 4, 6) on the spectral fluorescence characteristics was studied. The sensing properties of the beads were evaluated by packing the resins into a flow-through cell for use in a FIA (flow injection analysis)format. Results demonstrated that for those materials with a longer alkyl chain, the fluorescence emission increased upon Li+, Na+, K+, Ca2+, and Mg2+ addition with a higher sensitivity for Mg2+. On the contrary,a fluorescence quenching was observed when Cu2+, Fe3+, or Zn2+ ions were added. The potential applicability of the sensing approach described in this paper for magnesium ions and the sensing response mechanism are outlined.

摘要

在本文中,我们报道了在 Merrifield 树脂上合成带有荧光丹磺酰基的烷基双邻氨基苯甲酰胺,用于金属离子识别。研究了不同长链烷基(n = 1、2、4、6)对光谱荧光特性的影响。通过将树脂填充到流通池中以用于流动注射分析(FIA)形式来评估珠子的传感性能。结果表明,对于那些具有较长烷基链的材料,添加 Li +、Na +、K +、Ca2 + 和 Mg2 + 后荧光发射增加,对 Mg2 + 的灵敏度更高。相反,添加 Cu2 +、Fe3 + 或 Zn2 + 离子时观察到荧光猝灭。概述了本文所述传感方法对镁离子的潜在适用性和传感响应机制。

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