A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols

A new racemic naphthyl‐coumarin‐based probe was found to bind covalently with amino acids in MeOH‐KOH system and thereby generates distinct CD responses. The induced strong CD signals allowed quantitative enantiomeric excess analysis of amino acids and enantioselective sensing of amines and amino al...

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Autores principales: Li, Jia‐Yi, Wang, Li, Yin, Li‐Ping, Jiang, Xin‐Meng, Guo, Kai, Zhang, Chun, Yu, Shan‐Shan, Yu, Xiao‐Qi, Wang, Qin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9156809/
https://www.ncbi.nlm.nih.gov/pubmed/35642171
http://dx.doi.org/10.1002/open.202200088
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author Li, Jia‐Yi
Wang, Li
Yin, Li‐Ping
Jiang, Xin‐Meng
Guo, Kai
Zhang, Chun
Yu, Shan‐Shan
Yu, Xiao‐Qi
Wang, Qin
author_facet Li, Jia‐Yi
Wang, Li
Yin, Li‐Ping
Jiang, Xin‐Meng
Guo, Kai
Zhang, Chun
Yu, Shan‐Shan
Yu, Xiao‐Qi
Wang, Qin
author_sort Li, Jia‐Yi
collection PubMed
description A new racemic naphthyl‐coumarin‐based probe was found to bind covalently with amino acids in MeOH‐KOH system and thereby generates distinct CD responses. The induced strong CD signals allowed quantitative enantiomeric excess analysis of amino acids and enantioselective sensing of amines and amino alcohols. The mechanism for the reaction of the coumarin‐aldehyde probe with an amino acid was investigated by CD, UV‐Vis, NMR, ESI‐MS analyses and ECD calculation.
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spelling pubmed-91568092022-06-04 A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols Li, Jia‐Yi Wang, Li Yin, Li‐Ping Jiang, Xin‐Meng Guo, Kai Zhang, Chun Yu, Shan‐Shan Yu, Xiao‐Qi Wang, Qin ChemistryOpen Research Articles A new racemic naphthyl‐coumarin‐based probe was found to bind covalently with amino acids in MeOH‐KOH system and thereby generates distinct CD responses. The induced strong CD signals allowed quantitative enantiomeric excess analysis of amino acids and enantioselective sensing of amines and amino alcohols. The mechanism for the reaction of the coumarin‐aldehyde probe with an amino acid was investigated by CD, UV‐Vis, NMR, ESI‐MS analyses and ECD calculation. John Wiley and Sons Inc. 2022-05-31 /pmc/articles/PMC9156809/ /pubmed/35642171 http://dx.doi.org/10.1002/open.202200088 Text en © 2022 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Research Articles
Li, Jia‐Yi
Wang, Li
Yin, Li‐Ping
Jiang, Xin‐Meng
Guo, Kai
Zhang, Chun
Yu, Shan‐Shan
Yu, Xiao‐Qi
Wang, Qin
A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols
title A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols
title_full A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols
title_fullStr A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols
title_full_unstemmed A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols
title_short A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols
title_sort racemic naphthyl‐coumarin‐based probe for quantitative enantiomeric excess analysis of amino acids and enantioselective sensing of amines and amino alcohols
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9156809/
https://www.ncbi.nlm.nih.gov/pubmed/35642171
http://dx.doi.org/10.1002/open.202200088
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