Literature DB >> 30204200

Chiral sensors for determining the absolute configurations of α-amino acid derivatives.

Zhongxiang Chen1, Hongjun Fan, Shiwei Yang, Guangling Bian, Ling Song.   

Abstract

A simple strategy for configurational assignments of alpha-amino acids has been developed by comparison of the proton NMR chemical shift values of the alpha hydrogens of N-phthaloyl protected alpha-amino acids in the presence of (R)-CSA 1 and (S)-CSA 1, respectively. Highly resolved NMR spectra can be obtained directly on the mixed solution of the chiral solvating agents with N-phthaloyl protected alpha-amino acids in NMR tubes, giving well distinguishable proton signals without interference which dramatically improve the accuracy of assignment and hasten the assigning procedure. The strategy is widely applicable for varied natural and non-natural amino acids.

Entities:  

Year:  2018        PMID: 30204200     DOI: 10.1039/c8ob01933a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  5 in total

1.  Chiral Recognition of Hydantoin Derivatives Enabled by Tetraaza Macrocyclic Chiral Solvating Agents Using 1H NMR Spectroscopy.

Authors:  Jie Wen; Lei Feng; Hongmei Zhao; Li Zheng; Pericles Stavropoulos; Lin Ai; Jiaxin Zhang
Journal:  J Org Chem       Date:  2022-06-08       Impact factor: 4.198

2.  Efficient Enantiodifferentiation of Carboxylic Acids Using BINOL-Based Amino Alcohol as a Chiral NMR Solvating Agent.

Authors:  Gaowei Li; Minshan Ma; Guifang Wang; Xiaojuan Wang; Xinxiang Lei
Journal:  Front Chem       Date:  2020-05-04       Impact factor: 5.221

3.  A Gallium-based Chiral Solvating Agent Enables the Use of 1H NMR Spectroscopy to Differentiate Chiral Alcohols.

Authors:  Sumin Jang; Hyunwoo Kim
Journal:  iScience       Date:  2019-08-02

4.  NMR analysis of the enantiomeric purity of chiral diols by a new chiral boron agent.

Authors:  Xuebo Zhang; Jing Xu; Zhaofeng Sun; Guangling Bian; Ling Song
Journal:  RSC Adv       Date:  2022-02-08       Impact factor: 3.361

5.  Bis-Thiourea Chiral Sensor for the NMR Enantiodiscrimination of N-Acetyl and N-Trifluoroacetyl Amino Acid Derivatives.

Authors:  Alessandra Recchimurzo; Federica Balzano; Gloria Uccello Barretta; Luca Gherardi
Journal:  J Org Chem       Date:  2022-09-05       Impact factor: 4.198

  5 in total

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