A Racemic Naphthyl‐Coumarin‐Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols
Jia‐Yi Li,
Dr. Li Wang,
Li‐Ping Yin,
Xin‐Meng Jiang,
Dr. Kai Guo,
Dr. Chun Zhang,
Dr. Shan‐Shan Yu,
Prof. Dr. Xiao‐Qi Yu,
Prof. Dr. Qin Wang
Affiliations
Jia‐Yi Li
Department of Medicinal Chemistry School of Pharmacy Southwest Medical University Luzhou Sichuan 646000 P. R.China
Dr. Li Wang
Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Province Luzhou Sichuan 646099 P. R. China
Li‐Ping Yin
Department of Medicinal Chemistry School of Pharmacy Southwest Medical University Luzhou Sichuan 646000 P. R.China
Xin‐Meng Jiang
Department of Medicinal Chemistry School of Pharmacy Southwest Medical University Luzhou Sichuan 646000 P. R.China
Dr. Kai Guo
Department of Medicinal Chemistry School of Pharmacy Southwest Medical University Luzhou Sichuan 646000 P. R.China
Dr. Chun Zhang
Department of Medicinal Chemistry School of Pharmacy Southwest Medical University Luzhou Sichuan 646000 P. R.China
Dr. Shan‐Shan Yu
Key Laboratory of Green Chemistry and Technology Ministry of Education College of Chemistry Sichuan University Chengdu Sichuan 610064 P. R. China
Prof. Dr. Xiao‐Qi Yu
Key Laboratory of Green Chemistry and Technology Ministry of Education College of Chemistry Sichuan University Chengdu Sichuan 610064 P. R. China
Prof. Dr. Qin Wang
Department of Medicinal Chemistry School of Pharmacy Southwest Medical University Luzhou Sichuan 646000 P. R.China
Abstract 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.
