Preparation method and application of temperature and oxidant dual stimuli responsive nano-aggregate
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A stimuli-responsive, oxidizing technology, applied in the nanometer field, can solve problems such as distress
Inactive Publication Date: 2015-12-23
CHENGDU INST OF BIOLOGY CHINESE ACAD OF S
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However, how to precisely regulate stimuli-responsive non-covalent polymer micelles a...
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Embodiment 1
[0033] The synthesis of mPEG-Fc was prepared by simple esterification of polyethylene glycol monomethyl ether (mPEG) and ferrocenecarboxylic acid (Fc-COOH) with DMAP as a catalyst and DCC as a coupling agent.
[0034] (1) Synthesis of mPEG-Fc
[0035] Take a clean and dry 100mL round bottom flask, dissolve 5.05g (2.53mmol) mPEG2000, 0.82g (3.57mmol) ferrocenecarboxylic acid and 0.066g (0.54mmol) DMAP in 40mL anhydrous CH 2 Cl 2 0.85 g (4.11 mmol) of DCC was added under stirring in an ice bath, and then the reaction was stirred at room temperature for 24 h under the protection of argon. After the reaction, the by-products DCU and the like were filtered off, and the solvent was evaporated to dryness. The obtained residue was dissolved in chloroform, extracted three times with 0.5M sodium hydroxide solution, the organic layer was separated and dried overnight in anhydrous sodium sulfate, the organic liquid was evaporated to dryness, the obtained solid was dissolved in a small a...
Embodiment 2
[0044] By using NHS as a catalyst and EDC as a coupling agent, polyethylene glycol monomethyl ether carboxylic acid (mPEG-COOH) and ferroceneamine (Fc-NH 2 ) to obtain the synthesis of mPEG-Fc through a simple amidation reaction.
[0045] (1) Synthesis of mPEG-Fc
[0046] Take a clean and dry 100mL round bottom flask, dissolve 5.05g (2.52mmol) mPEG-COOH, 0.72g (3.57mmol) ferroceneamine and 0.061g (0.61mmol) NHS in 40mL anhydrous CH 2 Cl 2 0.77g (3.98mmol) EDCI was added under stirring in an ice bath, and then stirred at room temperature for 24h under the protection of argon. Extract three times with 0.5M sodium hydroxide solution, separate the organic layer, and dry in anhydrous sodium sulfate overnight, evaporate the organic liquid, dissolve the obtained solid in a small amount of chloroform, add a large amount of ether, and filter to obtain a precipitate , so repeated dissolution-precipitation three times to obtain light yellow solid crude product. Then the crude product...
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Abstract
The invention provides a preparation method and application of a temperature and oxidant dual stimuli responsive nano-aggregate. According to the invention, the redox inclusion principle of beta-cyclodextrin (beta-CD) and ferrocene (Fc) and the temperature sensitive properties of the polymer poly(N-isopropylacrylamide) (PNIPAM) are utilized to connect PNIPAM-beta-CD with the end containing a beta-CD host group to hydrophilic polyethylene glycol (mPEG-Fc) with the end modified by an Fc guest group in a water solution through a host-guest recognized noncovalent bond, thus forming a supramolecular complex mPEG-Fc/PNIPAM-beta-CD. When the temperature is higher than the LCST (lower critical solution temperature) of PNIPAM, the macromolecular adduct can further gather in water to form a micellar structure. Micelle formation and disintegration can be realized by adjusting the solution temperature and adding an oxidant. cytotoxicity assessment experiments find that the supramolecular complex has very good biocompatibility. The supramolecular micelle packing the anticancer drug doxorubicin has very good effect in inhibiting A549 tumor cell growth. The preparation method of the nano-aggregate is simple, environment-friendly and economical, and the nano-aggregate has great application value in the field of biological medicine.
Description
technical field [0001] The invention belongs to the field of nanotechnology, and relates to a preparation method and application of temperature and oxidant double stimulus responsive nano aggregates. Background technique [0002] Stimuli-responsive polymer micelles can respond to external environmental stimuli such as pH, temperature, light, oxidants, enzymes, and ultrasonic irradiation (KangY, GuoK, LiB-J, ZhangS.ChemicalCommunications2014; 50:11083 -92.), has been widely used in drug carriers (HuJ, LiuS.Macromolecules2010; 43:8315-30.), sensors (NunesSP, BehzadAR, HooghanB, SougratR, KarunakaranM, PradeepN, VainioU, PeinemannKV.ACSNano2011; 5:3516 -22.), nano-device (FengD, LvY, WuZ, DouY, HanL, SunZ, XiaY, ZhengG, ZhaoD. Journal of the American Chemical Society 2011; 133:15148-56.) and many other fields. However, traditional stimuli-responsive polymers have defects such as single responsiveness and incapable of real-time regulation, which limit their further development ...
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