Issue 16, 2019, Issue in Progress

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

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
05 Jan 2019
Accepted
05 Mar 2019
First published
18 Mar 2019
This article is Open Access
Creative Commons BY license

RSC Adv., 2019,9, 8759-8767

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

A. S. Ortega-Villarreal, E. Hernández-Fernández, C. Jensen, G. A. Valdivia-Berroeta, S. Garrard, I. López, S. J. Smith, K. A. Christensen, M. A. Reyes-González and D. J. Michaelis, RSC Adv., 2019, 9, 8759 DOI: 10.1039/C9RA00108E

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