Fluorescent alizarin-phenylboronic acid ensembles: design of self-organized molecular sensors for metal ions and anions
Fluorescent alizarin-phenylboronic acid ensembles: design of self-organized molecular sensors for metal ions and anions
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DOI：
10.1039/b501243k
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发表时间：
2005-01-01
影响因子：
--
通讯作者：
James, TD
中科院分区：
文献类型：
--
作者：
Kubo, Y;Ishida, T;James, TD
茜素-苯硼酸相互作用被用于金属离子和阴离子的自组织荧光传感器的新设计策略中。首先，茜素红S（ARS），有效地结合到苯基硼酸（PBA）在中性条件下，在水中，被证明是一个很好的荧光指示剂，用于选择性检测金属离子;荧光活性的ARS-PBA系综通过添加金属离子引起有效的和选择性的荧光猝灭。在甲醇溶液中，阴离子诱导的苯基硼酸酯能有效地与茜素结合，并使茜素的荧光强度大大增强。这一发现为设计以茜素为报告分子、苯基硼酸（PBA）或3-硝基苯基硼酸（NPBA）为受体的新型自组织阴离子传感系统提供了可能。结合紫外-可见光谱、荧光光谱和B-~（11）NMR测定，确定了F-茜素-PBAs三元配合物。当采用液体[茜素，PBA，18-冠-6在CH_2ClCH_2Cl中]-液体[KX（X =卤素，乙酸，H_2PO_4）在pH 5.5的水中]两相萃取时，所得到的自组织传感系统甚至适用于检测溶解在水中的阴离子。
Alizarin-phenylboronic acid interactions were used in a new design strategy for self-organized fluorescent sensors of metal ions and anions. First, Alizarin Red S (ARS), which binds effectively to phenylboronic acid (PBA) at neutral conditions in water, proved to be an excellent fluorescent indicator for the selective detection of metal ions; the fluorescent-active ARS-PBA ensemble causes an efficient and selective quenching in the fluorescence by adding metal ions. It was also found that anion-induced phenylboronates can bind effectively to alizarin and greatly enhance the fluorescence in MeOH. The observation makes it possible to design new self-organized anion sensory systems composed of alizarin ( as reporter) and phenylboronic acids (PBAs, as receptor), such as PBA or 3-nitrophenylboronic acid (NPBA). By combining spectroscopic studies (UV-vis and fluorescence) and B-11 NMR measurements, a ternary complex (F--alizarin-PBAs) has been determined. The resulting self-organized sensory system is applicable even to the detection of anions dissolved in water, when liquid [ alizarin, PBA, 18-crown-6 in CH2ClCH2Cl]-liquid [KX (X = halogen, OAc, H2PO4) in water at pH 5.5] two-phase extraction is employed.