Highly chemoselective and enantioselective recognition of serine by a fluorescent probe

TETRAHEDRON LETTERS

卷:66

Article

Wang, Yalin¹  Tian, Jun¹  Zhao, Feng^1,2  Chen, Yu¹  Huo, Bingyi¹  Yu, Shanshan¹  Yu, Xiaoqi¹  Pu, Lin² 

[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

关键词: Fluorescent sensor;    Amino acids;    Serine;    Chemoselective;    Enantioselective;   

DOI  :  10.1016/j.tetlet.2020.152803

来源: Elsevier

【 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.

【 授权许可】

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