Synthesis and characterization of ethyl benzotriazolyl acrylate-based D-π-A fluorophores for live cell-based imaging applications

基于乙基苯并三唑丙烯酸酯的 D-π-A 荧光团的合成和表征,用于活细胞成像应用

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作者:Ana Sofia Ortega-Villarreal, Eugenio Hernández-Fernández, Christopher Jensen, Gabriel A Valdivia-Berroeta, Samuel Garrard, Israel López, Stacey J Smith, Kenneth A Christensen, Miguel A Reyes-González, David J Michaelis

Abstract

A series of eight new ethyl (Z)-benzotriazolyl acrylates 6a-d and 7a-d have been synthesized by conventional heating and microwave irradiation from ethyl benzotriazolyl acetates 3 and 4 with the corresponding aromatic aldehydes. This work reports the synthetic approach and spectroscopic characterization (1H, 13C-NMR, HRMS) of all the synthesized compounds. X-ray diffraction analyses were performed for molecules 6a, 7a and 7d. Photophysical properties of compounds were evaluated. Finally, compound 6a was tested in a human cell line and showed low to no cytotoxicity at relevant concentrations. Initial testing demonstrates its potential use as a fluid-phase fluorescent marker for live cell imaging.

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