Liu Keyuan, Du Ganhong, Zhao Mengna, Ye Long, Shen Huifang, Jiang Liming
MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, China.
Org Biomol Chem. 2017 Jun 7;15(22):4859-4866. doi: 10.1039/c7ob00956a.
A novel optically active methacrylic polymer with an amide-linked acrylate appendage as a chemosensor was synthesized by atom transfer radical polymerization (ATRP) followed by post-modification through a bottom-up design. The sensing behavior of the polymeric probe to various α-amino acids has been investigated through fluorescence, absorption, circular dichroism (CD), and visual color changes at physiological pH. It was found that the sensor exhibits specificity for the fluorescent recognition of cysteine against other amino acids and thiols in a turn-on mode, being significantly more effective than the corresponding small molecule counterpart. The detection limit was estimated to be in the micromolar range. In addition, the use of this chiral polymer allows the selective discrimination of cysteine enantiomers based on either fluorescence or CD spectral responses. Interestingly, the cysteine assay could also be visualized by the naked eye in the presence of small amounts of ferric ions.
通过原子转移自由基聚合（ATRP）合成了一种新型的具有酰胺连接丙烯酸酯支链的光学活性甲基丙烯酸聚合物作为化学传感器，随后通过自下而上的设计进行后修饰。通过荧光、吸收、圆二色性（CD）以及在生理pH值下的视觉颜色变化，研究了该聚合物探针对各种α-氨基酸的传感行为。结果发现，该传感器在开启模式下对荧光识别半胱氨酸具有特异性，相对于其他氨基酸和硫醇，其效果明显优于相应的小分子类似物。检测限估计在微摩尔范围内。此外，使用这种手性聚合物可以基于荧光或CD光谱响应选择性地区分半胱氨酸对映体。有趣的是，在少量铁离子存在的情况下，半胱氨酸检测也可以通过肉眼观察到。
