4.5 Article

Computational design of ratiometric two-photon fluorescent Zn2+ probes based on quinoline and di-2-picolylamine moieties

期刊

CHINESE PHYSICS B
卷 31, 期 5, 页码 -

出版社

IOP Publishing Ltd
DOI: 10.1088/1674-1056/ac46c6

关键词

two-photon absorption; fluorescent probe; zinc ion; intra-molecular charge transfer

资金

  1. Shandong Provincial Natural Science Foundation, China [ZR2020MA078]

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A series of ratiometric two-photon fluorescent Zn2+ sensors based on quinoline and DPA moieties has been designed to improve the two-photon absorption (TPA) response of a newly synthesized probe. The designed probes show enhanced TPA intensities at longer wavelengths due to increased intra-molecular charge transfer. Moreover, the incorporation of an acyl unit and a dimethylamino terminal has further improved the TPA cross sections and fluorescence quantum yields of the probes. The designed probes demonstrate potential as ratiometric two-photon fluorescent probes with enhanced TPA intensities, large differences of emission wavelength upon Zn2+ coordination, and strong fluorescence intensity.
To improve two-photon absorption (TPA) response of a newly synthesized probe, a series of ratiometric two-photon fluorescent Zn2+ sensors based on quinoline and DPA moieties have been designed. The one-photon absorption, TPA, and emission properties of the experimental and designed probes before and after coordination with Zn2+ are investigated employing the density functional theory in combination with response functions. The design consists of two levels. In the first level of design, five probes are constructed through using several electron acceptors or donors to increase accepting or donating ability of the fluorophores. It shows that all the designed probes have stronger TPA intensities at longer wavelengths with respect to the experimental probe because of the increased intra-molecular charge transfer. Moreover, it is found that the probe 4 built by adding an acyl unit has the largest TPA cross section among the designed structures due to the form of longer conjugated length and more linear backbone. One dimethylamino terminal attached along the skeleton can improve TPA intensity more efficiently than two side amino groups. Therefore, in the second level of design, a new probe 7 is formed by both an acyl unit and a dimethylamino terminal. It exhibits that the TPA cross sections of probe 7 and its zinc complex increase dramatically. Furthermore, the fluorescence quantum yields of the designed probes 4 and 7 are calculated in a new way, which makes use of the relation between the computed difference of dipole moment and the measured fluorescence quantum yield. The result shows that our design also improves the fluorescence quantum yield considerably. All in all, the designed probes 4 and 7 not only possess enhanced TPA intensities but also have large differences of emission wavelength upon Zn2+ coordination and strong fluorescence intensity, which demonstrates that they are potential ratiometric two-photon fluorescent probes.

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