Chiral Sensing of Various Amino Acids Using Induced Circularly Polarized Luminescence from Europium(III) Complexes of Phenanthroline Dicarboxylic Acid Derivatives.
Chiral Sensing of Various Amino Acids Using Induced Circularly Polarized Luminescence from Europium(III) Complexes of Phenanthroline Dicarboxylic Acid Derivatives.
复制标题
DOI：
10.1002/asia.201600798
复制
发表时间：
2016-09
期刊：
影响因子：
--
通讯作者：
Taka-aki Uchida;K. Nozaki;M. Iwamura
中科院分区：
文献类型：
--
作者：
Taka-aki Uchida;K. Nozaki;M. Iwamura
在含有多种氨基酸的水溶液中，用[Eu(dppda)2](-) （dppda=4,7-二苯基-1,10-菲罗啉-2,9-二羧酸）和[Eu(pzpda)2](-) （pzpda=吡嗪[2,3-f][1,10]菲罗啉-7,10-二羧酸）观察到圆偏振发光。这些配合物对氨基酸的选择性使其成为手性传感器，并与[Eu(pda)2](-) （pda=1,10-菲罗啉-2,9-二羧酸）的行为进行了比较。由于这些Eu（III）配合物在一般条件下具有非手性D2d结构，因此在分配给f-f跃迁的发射中没有CPL信号。然而，当溶液中含有特定的氨基酸时，它们显示出可检测的CPL信号，其glum值约为0.1 （glum =CPL/2 TL； TL=总发光）。用这三种Eu（III）配合物检测了13种氨基酸，发现氨基酸是否诱导可检测的CPL取决于Eu（III）配合物配体。例如，当鸟氨酸作为手性剂使用时，只有[Eu(dppda)2]（-）在10(-2)mol dm（-3）的水溶液中表现出强烈的CPL。较高的氨基酸浓度依赖性表明，[Eu(dppda)2]（-）和[Eu(pzpda)2]（-）中的CPL是由4个或4个以上氨基酸分子结合诱导的，而[Eu(pda)2]（-）中的CPL是由2个精氨酸分子结合诱导的。
Circularly polarized luminescence (CPL) was observed from [Eu(dppda)2 ](-) (dppda=4,7-diphenyl-1,10-phenanthroline-2,9-dicarboxylic acid) and [Eu(pzpda)2 ](-) (pzpda=pyrazino[2,3-f][1,10]phenanthroline-7,10-dicarboxylic acid) in aqueous solutions containing various amino acids. The selectivity of these complexes towards amino acids enabled them to be used as chiral sensors and their behavior was compared with that of [Eu(pda)2 ](-) (pda=1,10-phenanthroline-2,9-dicarboxylic acid). As these Eu(III) complexes have achiral D2d structures under ordinary conditions, there were no CPL signals in the emission assigned to f-f transitions. However, when the solutions contained particular amino acids they exhibited detectable CPL signals with glum values of about 0.1 (glum =CPL/2 TL; TL=total luminescence). On examining 13 amino acids with these three Eu(III) complexes, it was found that whether an amino acid induced a detectable CPL depended on the Eu(III) complex ligands. For example, when ornithine was used as a chiral agent, only [Eu(dppda)2 ](-) exhibited intense CPL in aqueous solutions of 10(-2) mol dm(-3) . Steep amino acid concentration dependence suggested that CPL in [Eu(dppda)2 ](-) and [Eu(pzpda)2 ](-) was induced by the association of four or more amino acid molecules, whereas CPL in [Eu(pda)2 ](-) was induced by association of two arginine molecules.