大学化学

上一篇    下一篇

基于构象的手性现象及其在隐手性氨基酸检测中的应用

徐光宙, 王冉冉, 石聪浩, 强琚莉, 王乐勇, 俞寿云   

  1. 南京大学化学化工学院, 江苏 南京 210023
  • 收稿日期:2025-12-18 录用日期:2026-03-06
  • 通讯作者: 强琚莉, 俞寿云 E-mail:jjl@nju.edu.cn;yushouyun@nju.edu.cn Juli Jiang, Shouyun Yu
  • 基金资助:
    南京大学“千层次优质课程”

Conformation-based chirality and its application in detecting cryptochiral amino acids

Guangzhou Xu, Ranran Wang, Conghao Shi, Juli Jiang, Leyong Wang, Shouyun Yu   

  1. School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, Jiangsu Province, China
  • Received:2025-12-18 Accepted:2026-03-06
  • Contact: Juli Jiang, Shouyun Yu E-mail:jjl@nju.edu.cn;yushouyun@nju.edu.cn

PDF

27

赞

摘要： 手性是指物体与其镜像不能重合的现象。手性分子与其镜像互为对映异构体。在立体化学研究中，手性可分为构型手性和基于构象的手性。其中，构型手性基于原子连接的固定空间排列，而构象手性则是由单键旋转引起的瞬时不对称导致的。与构型手性相比，基于构象的手性是一种特殊的动态手性，是指分子虽无构型手性，但在特定构象下呈现手性的现象。本文主要介绍meso-酒石酸、联苯及柱[5]芳烃的手性构象；并结合实验结果，阐述柱[5]芳烃的手性构象在隐手性氨基酸检测中的应用。

关键词: 手性, 构象, 构型, 动态外消旋, 隐手性, 柱芳烃

Abstract: Chirality describes the phenomenon in which an object cannot be superimposed on its mirror image. Such molecules and their mirror images are termed enantiomers. In stereochemistry, chirality can be classified into configurational chirality and conformation-based chirality. Configurational chirality stems from fixed spatial arrangements of atomic connectivity, whereas conformational chirality arises from transient asymmetry induced by single-bond rotation. Unlike configurational chirality, conformation-based chirality represents a unique form of dynamic chirality, in wchich molecules devoid of configurational chirality exhibit chirality in specific conformations. This article discusses the chiral conformations of meso-tartaric acid, biphenyl, and pillar[5]arene. Furthermore, based on experimental findings, it explores the application of pillar[5]arene’s dynamic conformational chirality in detecting amino acids with cryptochirality.

Key words: Chirality, Conformation, Configuration, Dynamic racemization, Cryptochirality, Pillararene