New Potential Fluorogenic Dyes with an Extended π-System Based on Arylidene-Azolones

S. A. Krasnova; Краснова С. А.; A. V. Eshtukov-Shcheglov; Ештуков-Щеглов А. В.; A. Y. Smirnov; Смирнов А. Ю.; Y. A. Bogdanova; Богданова Ю. А.; M. S. Baranov; Баранов М. С.

doi:10.31857/S0132342325020078

New Potential Fluorogenic Dyes with an Extended π-System Based on Arylidene-Azolones

Authors: Krasnova S.A.¹^,2, Eshtukov-Shcheglov A.V.¹, Smirnov A.Y.¹^,3, Bogdanova Y.A.¹^,3, Baranov M.S.¹^,3
Affiliations:
1. Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry RAS
2. National Research University Higher School of Economics
3. Pirogov Russian National Research Medical University
Issue: Vol 51, No 2 (2025)
Pages: 291-299
Section: Articles
URL: https://journal-vniispk.ru/0132-3423/article/view/291762
DOI: https://doi.org/10.31857/S0132342325020078
EDN: https://elibrary.ru/LCEJMP
ID: 291762

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Abstract

We propose a new series of 19 potential fluorogenic dyes with an increased system of conjugated bonds based on arylidene-imidazolones and arylidene-rhodanines. The optical properties of the synthesized compounds were studied. We demonstrated that new substances are characterized by a noticeable bathochromic shift of absorption and emission maxima, as well as a remarkable Stokes shift and a significant FQY variation depending on the properties of the environment. The obtained arylallylideneimidazolones and arylallylidene-rhodanines can be potentially used in fluorescence microscopy for selective staining of living cell organelles.

Keywords

arylidene-azolones, arylallylidene-azolones, fluorogens

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