Near-infrared fluorescent probe, multi-modal nano contrast agent based on near-infrared fluorescent probe, and preparation and application thereof
A nano-contrast agent and fluorescent probe technology, which is applied in the field of biological and medical nanomaterials, can solve the problem of incomplete disease detection information, and achieve the effects of low detection cost, high detection sensitivity, and strong fluorescence intensity
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Embodiment 1
[0056] Embodiment 1 near-infrared fluorescent probe Met-IR-782 and its preparation method
[0057] 1) NH 2 - Preparation of IR-782
[0058] IR-782 (104.3 mg, self-made, its preparation can be found in S.A. Hilderbrand, et al. Bioconjugate Chem. 2005, 16: 1275-1281.) and mercaptoethylamine (27.3 mg) were dissolved in 5 mL of DMSO, nitrogen or argon protection, Reaction at 25°C for 16h. After the reaction was over, add excess toluene 30mL to the reaction solution and centrifuge (3000rpm / min, 10min) to obtain a precipitate, then add an excess of ether 30mL to the reaction solution and then centrifuge (3000rpm / min, 10min) to obtain a precipitate, and add the precipitate to 300 mesh silica gel chromatography column, with ethyl acetate / methanol (volume ratio 5:1) mixed solution as eluting solvent, obtain 88.1mg product intermediate product NH 2 -IR-782, about 67% yield.
[0059] 2) Preparation of Met-IR-782
[0060] Methionine (14.9mg), DCC (103mg) and NHS (57.5mg) were dissolv...
Embodiment 2
[0062] Example 2 The ultraviolet-visible absorption spectrum and fluorescence spectrum of the near-infrared fluorescent probe Met-IR-782
[0063] Dissolve 10 μg of Met-IR-782 probe in 1 mL of PBS (0.1 M, pH 7.2) buffer solution, mix well, add to a quartz cuvette and let stand for 5 min. Subsequently, the cuvette was put into a UV-Vis ultraviolet full-wavelength spectrophotometer (UV-3600, Shimadzu, Japan) to detect the absorption spectrum of the Met-IR-782 probe, and the results are shown in the attached Figure 4 As shown in A. Another portion of Met-IR-782 probe 10μg was added to 1mL PBS (0.1M, pH 7.2) buffer solution, mixed evenly and added to a quartz cuvette to stand for 5min. Subsequently, using a fluorescence full-wavelength detector (Hitachi F-4600, Japan) to detect the emission spectrum of the probe at an excitation wavelength of 782nm, the results are shown in the attached Figure 4 b. The absorption and emission peaks of IR-782, Met-IR-782 and ICG appear at aroun...
Embodiment 3
[0064] Photostability and thermal stability of embodiment 3 near-infrared fluorescent probe Met-IR-782
[0065] Dissolve 10 μg of the Met-IR-782 probe in 1 mL of PBS (0.1 M, pH 7.2) buffer solution, mix well, place under a 60W light bulb at 30 cm for 6 hours, and irradiate at 0, 1, 2, 3, 4, The average absorption intensity of the probe was detected at the time point of 5 and 6 hours, and the results are shown in the attached Figure 4 c. Another 10 μg of Met-IR-782 probe was dissolved in 1 mL of PBS (0.1 M, pH 7.2) buffer solution, mixed evenly, and placed in a constant temperature mixer (Eppendorf Thermo Mixer C, Germany). The average absorption intensity of the probes was detected at 25, 30, 35, 40, 45, 50, 55, and 60°C. The results are attached Figure 4 As shown in D, it can be seen that the average absorption intensity of Met-IR-782 is above 90% after it is irradiated under a 60W bulb for 1 hour. Meanwhile, ICG and NH 2 - The average absorption intensity of IR-782 wa...
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