School of Chemistry and Chemical Engineering, and Institute of Environmental Science, Shanxi University, Taiyuan 030006, China.
School of Chemistry and Chemical Engineering, and Institute of Environmental Science, Shanxi University, Taiyuan 030006, China.
Talanta. 2019 Apr 1;195:306-312. doi: 10.1016/j.talanta.2018.11.084. Epub 2018 Nov 23.
Construction of convenient and effective method for enantiomer identification is of vital significance for biochemistry and medical science. Herein, we design an effective sensor for chiral recognition of tryptophan (Trp) enantiomers, and self-assembly of Cu-modified β-cyclodextrin on poly-L-arginine/multi-walled carbon nanotubes (Cu-β-CD/PLA/MWCNTs) is studied. Meanwhile, Cu acts as a cap to prevent the release of the high energy water and compel Trp enantiomer into the smaller opening of β-cyclodextrin. Recognition of L-Trp is accomplished by the formation of hydrogen bonds between the amino of L-Trp and the high energy water confined in cavity of Cu-β-CD. Compared with D-Trp, the sensor exhibits favorable chiral recognition toward L-Trp with a separation coefficient of 3.37. And the chiral sensor presents admirable enantiomers determination with excellent sensitivity, providing a good linear correlation in the range of 1 × 10 M~5.5 × 10 M, and the detection limit can reach 3.3 × 10 M (S/N = 3). Besides, the proposed sensor has been able to predict the percentage of D-Trp in the racemic mixture, suggesting its potential applications in the enantiomer recognition field.
构建方便有效的对映异构体识别方法对生物化学和医学具有重要意义。在此，我们设计了一种用于色氨酸（Trp）对映异构体手性识别的有效传感器，并研究了 Cu 修饰的β-环糊精在聚 L-精氨酸/多壁碳纳米管（Cu-β-CD/PLA/MWCNTs）上的自组装。同时，Cu 充当盖子，以防止高能水的释放，并迫使 Trp 对映体进入β-环糊精的较小开口。L-Trp 的识别是通过 L-Trp 的氨基与 Cu-β-CD 腔中受限的高能水之间形成氢键来完成的。与 D-Trp 相比，该传感器对 L-Trp 表现出良好的手性识别，分离系数为 3.37。并且该手性传感器具有出色的对映体测定灵敏度，在 1×10^-5.5×10^-5 M 范围内呈现良好的线性相关性，检测限可达 3.3×10^-5 M（S/N=3）。此外，该传感器已经能够预测外消旋混合物中 D-Trp 的百分比，表明其在手性识别领域的潜在应用。
