Dinuclear ruthenium complex as well as preparation method and application thereof as living cell fluorescent dye

Abstract

The invention discloses a dinuclear ruthenium (II) complex as well as a preparation method and an application thereof as a living cell fluorescent dye. The dinuclear ruthenium (II) complex is characterized in that the cation part of the dinuclear ruthenium (II) complex is [(phen)2Ru(L)Ru(phen)2]<4+> and the structural formula is shown as the formula I in the specification; and the anion part of the dinuclear ruthenium (II) complex is (ClO4)<1-> or Cl<1->. The dinuclear ruthenium (II) complex has excellent fluorescent characteristics and good cell membrane permeability, is a good living cell imaging reagent, simultaneously has bigger two-photon absorption interface, can color cytoplasm in the living cells without cell pretreatment and has good resistance to bleaching and a simple and stable structure. Cell viability experiment results show that the complex has lower cytotoxicity, causes slight cellular damage, has high coloring sensitivity and strong cell permeability and has great application potentials as a long-time single / two-photon cell imaging dye and a biological probe.

Description

technical field [0001] The invention relates to the technical field of cell imaging reagents, in particular to a class of binuclear ruthenium complexes, a preparation method thereof, and an application as a single- and two-photon living cell fluorescent dye. Background technique [0002] In recent years, live cell imaging has become the focus of scientists' attention. With the continuous development of laser confocal fluorescence microscopy technology, people's research on cells has become more and more in-depth. The development of suitable biological imaging reagents has aroused great interest of scientists. At present, most of the commercial fluorescent dyes used in the field of cell imaging are small organic molecules, such as PI, DAPI, Mitotracker Green, etc. However, these organic molecules have some disadvantages: relatively low water solubility, easy to produce precipitation or precipitate out immediately after interacting with cells, affecting the dyeing effect; rela...

AI Technical Summary

Problems solved by technology

However, these organic molecules have some disadvantages: low water solubility, easy to produce precipitation or precipitate out immediately after interacting with cells, affecting the dyeing effect; relatively high cytotoxicity, after the dye interacts with cells, it will cause cell death and affect the effect on cells. Observation in normal state; low photostability, due to the action of active agent groups (singlet oxygen, etc.) in the air or in the medium, the fluorescence of the dye is continuously weakened after the excitation wavelength is irradiated, and the photobleaching phenomenon is serious, which is not conducive to stable imaging The intersection of excitation and emission spectra is serious (stoke shift is small), generally around tens of nanometers, which is not conducive to distinguishing endogenous fluorescence and reducing the self-quenching of the dye itself (G. P. Pfeifer, Y. H. You and A. Besaratinia, Mutat. Res ., 2005, 571, 19; W. R. Zipfel, R. M. Williams and W. W. Webb, Nat. Biotechnol., 2003, 21, 1369.)

At present, some ruthenium (II) metal polypyridine complexes have been used in the research of live cell imaging, but few of them can be successfully used as two-photon cell imaging dyes (S. C. Boca, M. Four, A. Bonne, B. van der Sanden, S. Astilean, P. L. Baldeck and G. Lemercier, Chem. Commun., 2009, 4590; H. Ke, H. Wang, W. -K. Wong, N. -K. Mak, D. W. J. Kwong, K. -L. Wong and H. -L. Tam, Chem. Commun., 2010, 46, 6678; P. Zhang, L. Pei, Y. Chen, W. Xu, Q. Lin, J. Wang, J. Wu , Y. Shen, L. Ji and H. Chao, Chem. Eur. J., 2013, 19, 15494.), so the great potential of ruthenium(II) metal polypyridine complexes as two-photon fluorescent probes remains to be developed

Images