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Abstract <p><b>Objective:</b> A new green fluorescent protein chromophore analogue with an <i>sp</i>-hybridized carbon fragment was presented. <b>Methods:</b> The introduction of a protecting group, Sonogashira coupling, and subsequent hydrolysis were used for the synthesis of aldehyde. The formation of imine of the corresponding aldehyde with the subsequent [3+2] cycloaddition and deprotection were used for the synthesis of arylpropynylidene-imidazolone. The optical properties of the new compound were studied. <b>Results and Discussion:</b> We discovered that the new substance, which has a triple bond in conjugation with the aromatic part of the molecule, is characterized by a bathochromic shift of the absorption and emission maxima. The resulting compound is comparable in its spectral characteristics with the previously synthesized arylallylidene-imidazolone. <b>Conclusions:</b> We designed a new green fluorescent protein chromophore analogue with an <i>sp</i>-hybridized carbon fragment that demonstrates a bathochromic shift of spectral maxima. The new substance can be potentially used as a fluorogenic dye for living systems.</p>

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Synthesis and Study of the Optical Properties of a New Green Fluorescent Protein Chromophore Analogue with an sp-Hybridized Carbon Fragment

  • 期刊论文

  • 发表日期：

    2026年1月29日

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  • S. A. Krasnova,
  • A. A. Mikhaylov,
  • M. S. Baranov

摘要

Abstract

Objective: A new green fluorescent protein chromophore analogue with an sp-hybridized carbon fragment was presented. Methods: The introduction of a protecting group, Sonogashira coupling, and subsequent hydrolysis were used for the synthesis of aldehyde. The formation of imine of the corresponding aldehyde with the subsequent [3+2] cycloaddition and deprotection were used for the synthesis of arylpropynylidene-imidazolone. The optical properties of the new compound were studied. Results and Discussion: We discovered that the new substance, which has a triple bond in conjugation with the aromatic part of the molecule, is characterized by a bathochromic shift of the absorption and emission maxima. The resulting compound is comparable in its spectral characteristics with the previously synthesized arylallylidene-imidazolone. Conclusions: We designed a new green fluorescent protein chromophore analogue with an sp-hybridized carbon fragment that demonstrates a bathochromic shift of spectral maxima. The new substance can be potentially used as a fluorogenic dye for living systems.