Highly chemoselective and enantioselective recognition of serine by a fluorescent probe

被引:5
|
作者
Wang, Yalin [1 ]
Tian, Jun [1 ]
Zhao, Feng [1 ,2 ]
Chen, Yu [1 ]
Huo, Bingyi [1 ]
Yu, Shanshan [1 ]
Yu, Xiaoqi [1 ]
Pu, Lin [2 ]
机构
[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China
[2] Univ Virginia, Dept Chem, McCormick Rd, Charlottesville, VA 22904 USA
基金
美国国家科学基金会; 中国国家自然科学基金;
关键词
Fluorescent sensor; Amino acids; Serine; Chemoselective; Enantioselective;
D O I
10.1016/j.tetlet.2020.152803
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A diarylacetylene-containing 1,1'-bi-2-naphthol derivative (R)-2 was designed and synthesized. This compound in combination with Zn2+ represents the first chemoselective as well as enantioselective fluorescent probe for the biologically important amino acid serine. It was found that L-serine can greatly enhance the fluorescence of the probe at lambda = 471 nm but o-serine and 17 other common amino acids cannot. An enantioselective fluorescence enhancement ratio [ef = (I-L - I-0)/(I-D - I-0) = Delta I-L/Delta I-D] of 15 was observed for the response of (R)-2 + Zn2+ toward serine. (C) 2021 Elsevier Ltd. All rights reserved.
引用
收藏
页数:5
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