Enantioselective Fluorescent Recognition of Amino Acids in Aqueous Solution by Using a Chiral Aldehyde Probe

被引：19
|
作者：
Zhao, Feng [1 ]
Du, Yi [1 ]
Tian, Jun [1 ]
Shi, Dan [1 ]
Wang, Yachen [1 ]
Hu, Lingling [1 ]
Yu, Shanshan [1 ]
Yu, Xiaoqi [1 ]
Pu, Lin [1 ,2 ]
机构：
[1] Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Sichuan, Peoples R China
[2] Univ Virginia, Dept Chem, McCormick Rd, Charlottesville, VA 22904 USA
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 16期
基金：
美国国家科学基金会; 中国国家自然科学基金;
关键词：
Fluorescence; Amino acids; Enantioselective; BINOL; Aldehydes; ENANTIOMERIC EXCESS; RECENT PROGRESS; COMPLEXES; SENSOR; ZN2+; DISCRIMINATION; DERIVATIVES;
D O I：
10.1002/ejoc.201701773
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A BINOL-based chiral aldehyde containing hydrophilic PEG groups was synthesized. It was found that in HEPES buffer solution at neutral pH this compound in combination with Zn2+ ions shows a highly enantioselective fluorescent response toward various amino acids and can be used to determine their enantiomeric composition. The H-1 NMR and mass spectroscopic analyses have shown that the BINOL-based chiral aldehyde can react with one enantiomer of an amino acid and Zn2+ to form the corresponding imine-zinc complex more than the other enantiomer, giving the observed highly enantioselective fluorescence enhancement.
引用
收藏
页码：1891 / 1895
页数：5
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