Development of triphenylamine functional dye for selective photoelectrochemical sensing of cysteine.
Development of triphenylamine functional dye for selective photoelectrochemical sensing of cysteine.
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DOI：
10.1021/ac500790u
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发表时间：
2014-05
影响因子：
7.4
通讯作者：
Shuo Wu;Honglei Song;Jie Song;Cheng He;J. Ni;Yanqiu Zhao;Xiuyun Wang
中科院分区：
文献类型：
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作者：
Shuo Wu;Honglei Song;Jie Song;Cheng He;J. Ni;Yanqiu Zhao;Xiuyun Wang
一种带有丙烯酸基团的新型三苯胺基有机染料 TTA 旨在接枝 TiO2 纳米粒子，以实现灵敏和选择性的光电化学传感。合成的TTA具有高摩尔吸收系数，从而增强电子供体的光电子发射能力。 TTA 的羧基不仅充当电子受体，而且充当连接 TTA 和 TiO2 纳米粒子的连接体。在照射下，TTA表现出通过噻吩部分的π桥从三苯胺到羧基的快速分子内电荷转移，从而产生敏感的光电流响应。同时，丙烯酸部分为迈克尔加成反应提供了活性位点，这会破坏π桥并降低光电流响应。因此，提出了一种选择性光电化学传感策略来检测小生物分子。使用半胱氨酸作为模型分析物，该传感策略显示出 1 至 200 μM 的可检测范围，且不受天然氨基酸和各种生物还原试剂的干扰。这项工作为高选择性和灵敏地检测生物学上重要的小分子提供了一种新的光电化学途径。
A novel triphenylamine-based organic dye, TTA, with an acrylic group is designed to graft TiO2 nanoparticles for sensitive and selective photoelectrochemical sensing. The synthesized TTA possesses a high molar absorption coefficient, leading to an enhanced photoelectron emission ability of the electron donor. The carboxyl group of TTA acts as not only an electron acceptor but also a linker to connect TTA to TiO2 nanoparticles. Under irradiation, TTA shows fast intramolecular charge transfer from triphenylamine to carboxyl group via the π-bridge of thiophene moiety, thus producing a sensitive photocurrent response. Meanwhile, the acrylic moiety provides an active site for the Michael addition reaction, which would destroy the π-bridge and decrease the photocurrent response. Thus, a selective photoelectrochemical sensing strategy is proposed for detection of small biomolecules. Using cysteine as a model analyte, this sensing strategy shows a detectable range from 1 to 200 μM, without the interference from natural amino acids and various biological reducing reagents. This work offers a new photoelectrochemical route to highly selective and sensitive detection of biologically important small molecules.