Abstract:

In the field of biological imaging, two-photon fluorescent dyes with stable optical properties under physiological conditions have broad application prospects. Herein, we designed and synthesized a two-photon fluorescent dye 2-[(1E)-2-[4-(dimethylamino)phenyl]ethenyl]-6-methyl-4(3H)-pyrimidinone(NHP). NHP was obtained by condensation between 2,4-dismethyl-6-pyrimidinol and 4-dimethylaminobenzaldehyde. The chemical structure and optical properties of NHP was characterized by mass spectrometry(MS), nuclear magnetic resonance spectroscopy(NMR), ultraviolet-visible(UV-Vis) absorption spectra and fluorescence emission spectra method as well as the external environment change effect on the emission spectrum. The results show that the absorption peak of NHP is around 400 nm, and the emission peak of which is around 550 nm. The fluorescence emission of NHP is stable in various pH, ions and amino acids conditions. Furthermore, biological experimental results show that NHP is able to image HepG2/SH-SY5Y cells and Drosophila brains with negligible cytotoxicity. All of those indicate that NHP is an ideal two-photon fluorescence dye for bioimaging.

Key words: pyrimidine derivatives, two-photon imaging, fluorescent probes, bioimaging