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手性识别色氨酸对映异构体与分子印迹过氧化物聚吡咯/聚(对氨基苯磺酸)修饰电极。

Enantioselective recognition of tryptophan isomers with molecularly imprinted overoxidized polypyrrole/poly(p-aminobenzene sulfonic acid) modified electrode.

机构信息

School of Petrochemical Engineering, Changzhou University, Changzhou, China.

School of Chemical and Pharmaceutical Engineering, Changzhou Vocational Institute of Engineering, Changzhou, China.

出版信息

Chirality. 2021 Apr;33(4):176-183. doi: 10.1002/chir.23299. Epub 2021 Feb 10.

DOI:10.1002/chir.23299
PMID:33567153
Abstract

Poly(p-aminobenzene sulfonic acid) (pABSA) was electrodeposited onto the surface of a glassy carbon electrode (GCE), which was then used for the preconcentration of l-tryptophan (l-Trp) due to the electrostatic and π-π interactions between pABSA and l-Trp. Polypyrrole (PPy) was electrodeposited onto the surface of the l-Trp enriched pABSA, and then the l-Trp templates were removed, resulting in molecularly imprinted PPy/pABSA. To avoid the interference from the oxidation peak of PPy on the following electrochemical chiral recognition of Trp isomers, PPy was overoxidized by cyclic voltammetry (CV). The resultant molecularly imprinted overoxidized PPy (OPPy)/pABSA modified GCE exhibits higher affinity toward l-Trp than d-tryptophan (d-Trp); that is, the oxidation peak current of l-Trp is greatly higher than that of d-Trp at the molecularly imprinted OPPy/pABSA modified GCE.

摘要

聚对氨基苯磺酸(pABSA)被电沉积到玻碳电极(GCE)的表面,由于 pABSA 和 l-色氨酸(l-Trp)之间的静电和π-π相互作用,该电极可用于 l-Trp 的预浓缩。聚吡咯(PPy)被电沉积到富含 l-Trp 的 pABSA 表面,然后去除 l-Trp 模板,得到分子印迹的 PPy/pABSA。为了避免 PPy 的氧化峰对随后的 Trp 异构体的电化学手性识别的干扰,通过循环伏安法(CV)对 PPy 进行过度氧化。所得的分子印迹过氧化物聚吡咯(OPPy)/pABSA 修饰的 GCE 对 l-Trp 的亲和力高于 d-色氨酸(d-Trp);也就是说,在分子印迹的 OPPy/pABSA 修饰的 GCE 上,l-Trp 的氧化峰电流大大高于 d-Trp 的氧化峰电流。

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引用本文的文献

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2
A Review of Sensors and Biosensors Modified with Conducting Polymers and Molecularly Imprinted Polymers Used in Electrochemical Detection of Amino Acids: Phenylalanine, Tyrosine, and Tryptophan.导电聚合物和分子印迹聚合物修饰传感器和生物传感器在氨基酸电化学检测中的应用综述:苯丙氨酸、酪氨酸和色氨酸。
Int J Mol Sci. 2022 Jan 22;23(3):1218. doi: 10.3390/ijms23031218.