A kind of preparation method and application of conjugated polymer with arginine as side chain
A technology of conjugated polymers and arginine, which is applied in the field of biomedicine, can solve the problems of high initial investment, difficulty, and strong side effects of drugs, and achieve the effects of strong light response ability, short development cycle, and great application value
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Embodiment 1
[0025] Preparation of Conjugated Polymer (PFLB) with Arginine as Side Chain
[0026] 1. Add Fmoc-L-arginine (500mg, 1.26mmol), iron powder (7mg, 0.126mmol), liquid bromine (1000mg, 6.3mmol) to a 50mL round-bottomed flask, then add 15mL of chloroform and 3mL of acetic acid , react at room temperature in the dark for 12 h, after the reaction is completed, add 30 mL of distilled water, extract 3 times with ethyl acetate, dry the organic phase with anhydrous sodium sulfate, spin to remove the solvent, and separate by column chromatography (methanol / dichloromethane=1 / 7 , v / v) to obtain ((2,7-dibromo-9H-fluorene-9-methoxy)carbonyl)-L-arginine 231 mg as a white solid with a yield of 33.1%. 1 H NMR (600MHz, CD 3 OD)δ7.87(s,1H),7.83(s,1H),7.74(d,J=7.9Hz,2H),7.57(d,J=7.1Hz,2H),4.43(s,1H),4.40 (s,1H),4.29(d,J=5.9Hz,1H),4.17(d,J=2.5Hz,1H),3.20(s,2H),1.92(d,J=8.3Hz,2H),1.67 (s, 2H); HRMS-ESI for C 21 H 22 Br 2 N 4 O 4 (m / z) 555.0060 [M+H]+.
[0027] 2. Add ((2,7-dibromo-9H-fluoren...
Embodiment 2
[0029] Ultraviolet Absorption and Fluorescence Emission Spectroscopy Testing of Polymer (PFLB)
[0030] Prepare 3.9mmolL -1 5mL of PFLB in DMSO solution, accurately pipette 77.5μL, dissolve it in 922.5μL water by sonication, make up 300μmol L -1 solution of PFLB. After diluting to 15 times, accurately pipette 1.5mL with a concentration of 20μmol L -1 The solution of PFLB was transferred to a four-way cuvette, and then measured on a HITACHI UH5300 UV absorber. Then accurately pipette 2.00mL to a concentration of 20μmol L -1 The aqueous solution of PFLB was added to a cuvette, and then measured on a HITACHI F-4600 fluorometer with an excitation slit width of 10.0 nm and an emission slit width of 10.0 nm. The test is carried out at room temperature and outside atmospheric pressure. The test results of UV absorption and fluorescence emission spectra are shown in figure 1 and figure 2 . Depend on figure 1 It was found that the maximum absorption peak of the polymer (PFLB)...
Embodiment 3
[0032] Polymer (PFLB) to generate reactive oxygen species ability test
[0033] Take 50 μL of 10.0 mM 2,7-dichlorofluorescein diacetate (DCFH DA) ethanol solution, add 450 μL of ethanol to dilute, then add 2.0 mL of 0.01 M NaOH aqueous solution, and activate at room temperature for 30 min in the dark. After activation, 10 mL of 1×PBS buffer solution was added, and the final concentration of the mixed 2,7-dichlorodihydrofluorescein (DCFH) solution was 40 μM. 990 mL of activated DCFH (40 μM) solution and 10 μL of polymer (PFLB) (1 mM) aqueous solution were added to the cuvette. 2) under irradiation for 5min, record the fluorescence emission spectrum of DCFH solution with excitation wavelength of 488nm at 500-700nm every minute, blank group is DCFH solution (40μM) without adding any activation to be tested, after the same light treatment, use the same method to detect its fluorescence emission spectrum. The test results obtained can be found in image 3 , indicating that the p...
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