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蒽基氨基酸的简便合成及其作为高选择性和高灵敏度荧光 Fe3+离子传感器的应用。

Facile synthesis of anthracene-appended amino acids as highly selective and sensitive fluorescent Fe3+ ion sensors.

机构信息

Bioorganic Chemistry Laboratory, Department of Chemistry, Inha University, 253 Younghyun-Dong, Nam-Gu, Inchon-City 402-751, Republic of Korea.

出版信息

Bioorg Med Chem Lett. 2009 Nov 1;19(21):6069-73. doi: 10.1016/j.bmcl.2009.09.036. Epub 2009 Sep 17.

Abstract

We designed new fluorescent chemical sensors for Fe3+ ion detection, by conjugating amino acids as receptors into an anthracene fluorophore. The conjugates were synthesized in solid phase by Fmoc-chemistry. Fluorescence sensors containing Asp (1) and Glu (2) both had exclusive selectivity for Fe3+ in 100% aqueous solution and in a mixed organic-aqueous solvent system. Other metal ions did not interfere with the detection ability of the sensors for Fe3+. The sensors detect Fe3+ ions via a chelation-enhanced fluorescent quenching effect. The binding affinity, reversible monitoring, and pH sensitivity of the sensors were investigated. In addition, detection of fluoride ion among halide ions was done by a chemosensing ensemble method with 1-Fe3+ and 2-Fe3+ complexes.

摘要

我们设计了新型的荧光化学传感器,用于检测 Fe3+ 离子,通过将氨基酸作为受体与蒽荧光团结合。这些化合物是通过 Fmoc 化学固相合成的。含有 Asp(1)和 Glu(2)的荧光传感器在 100%水溶液中和混合有机-水溶液体系中都对 Fe3+ 具有独特的选择性。其他金属离子不会干扰传感器对 Fe3+ 的检测能力。传感器通过螯合增强的荧光猝灭效应来检测 Fe3+离子。研究了传感器的结合亲和力、可逆监测和 pH 敏感性。此外,还通过 1-Fe3+和 2-Fe3+ 配合物的化学传感整体方法检测了卤化物离子中的氟离子。

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