Amino acid functionalized benzanthrone dyes: Synthesis and photophysical study

被引:3
作者
Konstantinova, Anastasija [1 ]
Avotina, Liga [2 ]
Kizane, Gunta [2 ]
Puckins, Aleksandrs [1 ]
Osipovs, Sergejs [1 ]
Kirilova, Elena [1 ]
机构
[1] Daugavpils Univ, Inst Life Sci & Technol, Daugavpils, Latvia
[2] Univ Latvia, Inst Chem Phys, Riga, Latvia
关键词
Amino acids; Benzanthrone; Synthesis; Fluorescence spectroscopy; FLUORESCENT-PROBE; DERIVATIVES; DESIGN;
D O I
10.1016/j.dyepig.2022.110363
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The substitution reaction of 3-N-(2-chloroacetamido)benzanthrone with a number of the amino acids is reported. The possibility of using this halogenated benzanthrone for fluorescent labelling of amino acids has been studied. Arginine is the most reactive amino acid in the reaction, as it was found in the study. The spectral behavior of new benzanthrone derivatives depends on the polarity of the medium, exhibiting fluorescent solvatochromism due to intramolecular charge transfer from the substituted amino group to the carbonyl group. The results ob-tained indicate that the synthesized compounds are promising for studying peptides and proteins, as well as for visualizing biological objects.
引用
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页数:8
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