Synthesis and Optical Properties of the New Acetylene Kaede Chromophore Analog

Abstract

A novel derivative of acetylene Kaede protein chromophore (Z)-2-((4-(diethylamino) phenyl) ethynyl)-5-(4-hydroxybenzylidene)-3-methyl-3,5-dihydro-4H-imidazol-4-one was synthesized by a modified Sonogashira reaction. In comparison with the classical GFP chromophore analog, the compound exhibits a prominent shift of absorption and emission maxima to the long-wavelength region. The value of Stock’s shift of the newly synthesized compound reached almost 150 nm.

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Fig. 1.

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Funding

The study was supported by the Russian Science Foundation as part of research project No. 16-14-10364.

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Correspondence to A. S. Mishin.

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The authors declare they have no conflict of interest.

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Corresponding author: phone: +7 (495) 995-55-57 (2074); e-mail: mishin@ibch.ru.

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Zaitseva, E.R., Smirnov, A.Y., Mishin, A.S. et al. Synthesis and Optical Properties of the New Acetylene Kaede Chromophore Analog. Russ J Bioorg Chem 46, 458–461 (2020). https://doi.org/10.1134/S1068162020030231

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Keywords:

  • imidazolones
  • chromophores
  • fluorescent dyes
  • GFP
  • Kaede
  • Sonogashira reaction
  • optical properties