Abstract

The paper reported that a simple chiral selective interface constructed by (1R, 2R)-2-amino-1, 2-diphenyl ethanol had been developed to discriminate tryptophan enantiomers. Cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS) were used for the characteristic analysis of the electrode. The results indicated that the interface showed stable and sensitive property to determine the tryptophan enantiomers. Moreover, it exhibited the better stereoselectivity for L-tryptophan than that for D-tryptophan. The discrimination characteristics of the chiral selective interface for discriminating tryptophan enantiomers, including the response time, the effect of tryptophan enantiomers concentration, and the stability, were investigated in detail. In addition, the chiral selective interface was used to determine the enantiomeric composition of L- and D-tryptophan enantiomer mixtures by measuring the relative change of the peak current as well as in pure enantiomeric solutions. These results suggested that the chiral selective interface has the potential for enantiomeric discrimination of tryptophan enantiomers.

Highlights

  • Chirality is an intrinsic property of most biological molecules

  • Due to the dramatic and total different effect of enantiomers compounds on human beings, chiral recognition is becoming a very active area in food, environment, clinic, medical, and pharmaceutical industry

  • The experimental results indicated that the resulting electrodes could be used to discriminate Trp enantiomers, and the chiral selective interface might have good prospects for quantitative analyzing enantiomer composition in the pharmaceutical samples

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Summary

Introduction

Chirality is an intrinsic property of most biological molecules. Chiral molecules may create a totally different effect on many biological processes in nature and life [1]. Due to the dramatic and total different effect of enantiomers compounds on human beings, chiral recognition is becoming a very active area in food, environment, clinic, medical, and pharmaceutical industry. In this paper, (1R, 2R)-ADE which has two chiral centers was utilized as a selective agent to discriminate Trp enantiomers. It was covalently modified on the gold electrodes to construct the chiral selective interface. The experimental results indicated that the resulting electrodes could be used to discriminate Trp enantiomers, and the chiral selective interface might have good prospects for quantitative analyzing enantiomer composition in the pharmaceutical samples

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