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

页码：1891 / 1895

页数：5

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