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Design, Synthesis of Two-Photon DNA Fluorescent Probes and Their Application in Biological TPM Imaging

Author: WangJunJie
Tutor: YuXiaoQiang
School: Shandong University
Course: Materials Science
Keywords: Synthesis Crystal structure DNA Two-photon fluorescence probe Living cells and tissue Nuclear imaging
CLC: Q78
Type: Master's thesis
Year: 2009
Downloads: 303
Quote: 0
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Abstract


The two-photon process is long-wave absorption of shortwave absorption process has a high degree of three-dimensional spatial selectivity and high penetration. Based on this development from the two-photon fluorescence microscopy provides an important tool for life science research. Two-photon absorption is the absorption of any point in three-dimensional space, the two-photon microscopic imaging can not use the traditional small aperture can achieve three-dimensional imaging of the sample. Not only makes the two-photon fluorescence microscopy imaging using near-infrared femtosecond laser as the excitation source has a high penetration depth and can effectively avoid the UV-visible damage of the biological system. The two-photon fluorescence probe lagging behind limiting the development of the two-photon fluorescence microscopy imaging, so study the absorption cross section of a large two-photon activity, excellent biocompatibility two-photon fluorescence probe is extremely urgent. This thesis is the design and synthesis of the excellent performance of two-photon, good parents, and the excellent biocompatibility of two-photon fluorescent DNA probe, and its series of optical characterization and eventually applied to biological cells and tissues in. The main content of this paper and the results are as follows: 1, designed and synthesized five have good parents, excellent series of two-photon performance carbazole pyridine iodized salt. Witting reaction and Heck reaction mainly uses the synthesis of these molecules, wherein for the Heck reaction to both anhydrous reaction in the absence of oxygen under high pressure conditions, there are a new solvent and the catalyst reaction. The final product using NMR, C NMR, high resolution mass spectrometry, and elemental analysis were used to characterize and prove that the resulting material is to synthesize the target product. During the synthesis using the solvent evaporation method, the growth has been an important organic intermediates 3,6 - diformyl -9 - ethyl - carbazol crystal and by single crystal with a four-circle diffractometer Bruker P4 X-ray type X-ray analysis measured obtaining the crystal structure. 2, a detailed discussion of the ultraviolet spectrum of different polar solvents on the synthesis of materials, the impact of single-photon induced fluorescence, two-photon fluorescence spectroscopy and quantum yield and absorption cross section, and to explore the relationship between the photophysical properties and molecular structure. After comparative study found that the carbazole N introduction of ethyl and both molecular chain growth helps improve the quantum yield of fluorescence and two-photon absorption cross section, in the carbazole ring is substituted on different positions on the probe molecules photophysical nature, 2,7 - Substituted making it the single-photon fluorescence quantum yield is higher, longer fluorescence lifetime, in the two-photon fluorescence test also found that 2,7 - bit better conjugate The fluorescence intensity is stronger than the same test conditions, the 3,6 - position. To study the ultraviolet absorption spectra of probe molecules interact with ctDNA, single-photon induced fluorescence and two-photon fluorescence spectroscopy, by screening key research BMVC the BMVEC, 9E-BHVC the photophysical properties and predict them with DNA the possible binding mode. Explore different excitation two-photon fluorescence spectra of the optical wavelength of the probe molecules combine with ctDNA three probe molecules two-photon excitation wavelength, which laid the foundation for their follow-up study of the biological. After vitro study BMVC, BMVEC and 9E-BHVC, can be used as a light switch fluorescent probes use. 4, combined with a good and ctDNA BMVC BMVEC and 9E-BHVC, used for fixing an animal cell of the living cells of the Arabidopsis plants and Arabidopsis plant living tissue staining and DAPI complex transfection experiments prove that they are available two-photon fluorescent DNA probes. To 9E-BHVC example to contrast with the commercialization probe DAPI probing depth, and the fluorescence intensity of the relationship between the fluorescence emitted by the incident light energy.

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