|
|||||
|
|
A Racemic Naphthyl-Coumarin-Based Probe for Quantitative Enantiomeric Excess Analysis of Amino Acids and Enantioselective Sensing of Amines and Amino Alcohols |
|
| Authors: | 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 |
| Affiliation: | 1. Department of Medicinal Chemistry, School of Pharmacy, Southwest Medical University, Luzhou, Sichuan 646000 P. R.China These authors contributed equally to this work.;2. Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Province, Luzhou, Sichuan 646099 P. R. China Department of Nuclear Medicine, The Affiliated Hospital of Southwest Medical University, Luzhou, Sichuan 646000 P. R. China These authors contributed equally to this work.;3. Department of Medicinal Chemistry, School of Pharmacy, Southwest Medical University, Luzhou, Sichuan 646000 P. R.China Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Province, Luzhou, Sichuan 646099 P. R. China These authors contributed equally to this work.;4. Department of Medicinal Chemistry, School of Pharmacy, Southwest Medical University, Luzhou, Sichuan 646000 P. R.China;5. Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, Sichuan 610064 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. |
| Keywords: | chiral amine circular dichroism enantioselective recognition naphthyl-coumarin racemic probe |