Preparation method of monodisperse polymer hollow microspheres with glucose response

Abstract

The invention relates to a preparation method of monodisperse polymer hollow microspheres containing functional aldehyde groups and phenylboronic acid and having the glucose response characteristic. The polymer hollow microspheres are copolymerized by functional monoene monomers containing aldehyde groups and carboxyl groups as well as polyene hydrocarbon monomers and are modified by phenylboronic acid. In the presence of a silica template, the functional monoene monomers and the polyene hydrocarbon monomers as a crosslinking agent are copolymerized, a series of polymer microspheres with different inner diameters, different wall thicknesses and different ratio of the aldehyde groups to the carboxyl groups are prepared, the carboxyl groups and aminobenzeneboronic acid have an acylation reaction, and the polymer hollow microspheres with different phenylboronic acid modifying degrees are prepared. The preparation method has the advantages that the conditions are simple, the operation is convenient, polymer cavities are controlled easily, the glucose response range and performance of the polymer hollow microspheres are easy to adjust and the like. The prepared polymer hollow microspheres with glucose response can be applied to controllable release of insulin and has broad application prospects when serving as an insulin support and applied to diabetes treatment.

Description

technical field [0001] The invention relates to a method for preparing a sugar-responsive, monodisperse polymer hollow microsphere containing functional groups aldehyde group and phenylboronic acid. Background technique [0002] Phenylboronic acid and its derivatives (PBA) are a class of sugar-responsive molecules. The literature has reported a lot of drug-loading systems utilizing PBA and its derivatives to construct insulin sugar-responsive controlled release, such as microgels (MatsumotoA, IshiiT , NishidaJ, MatsumotoH, KataokaK, MiyaharaY., Angew.Chem.Int.Ed.2012, 51, 2124), nanogels (GuZ, AimettiA, WangQ, DangT, ZhangY, VeisehO, ChengH, LangerR, AndersonD., ACSNano2013, 7, 4194), micelles (YangH, SunX, LiuG, MaR, LiZ, AnY, ShiL., SoftMatter2013, 9, 8589), vesicles (KimH, KangYJ, KangS, KimKT., J.Am.Chem.Soc. 2012, 134, 4030), etc. However, some of these systems have complex preparation processes and are not stable enough in size, such as micelles and vesicles; or have ...

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Problems solved by technology

[0002] Phenylboronic acid and its derivatives (PBA) are a class of sugar-responsive molecules. The literature has reported a lot of drug-loading systems utilizing PBA and its derivatives to construct insulin sugar-responsive controlled release, such as microgels (MatsumotoA, IshiiT , NishidaJ, MatsumotoH, KataokaK, MiyaharaY., Angew.Chem.Int.Ed.2012, 51, 2124), nanogels (GuZ, AimettiA, WangQ, DangT, ZhangY, VeisehO, ChengH, LangerR, AndersonD., ACSNano2013, 7, 4194), micelles (YangH, SunX, LiuG, MaR, LiZ, AnY, ShiL., SoftMatter2013, 9, 8589), vesicles (KimH, KangYJ, KangS, KimKT., J.Am.Chem.Soc. 2012, 134, 4030), etc. However, some of these systems have complex preparation processes and are not stable enough in size, such as micelles and vesicles; or have poor sugar responsiveness, such as gels. Insulin is bound by non-covalent bond loading, and the interaction between insulin and carrier is weak, so it is easy to have low loading efficiency of insulin