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生理pH值下胺对水溶液中苯基硼酸与葡萄糖络合物的影响。

Amine effect on phenylboronic acid complex with glucose under physiological pH in aqueous solution.

作者信息

Shiino D, Kubo A, Murata Y, Koyama Y, Kataoka K, Kikuchi A, Sakurai Y, Okano T

机构信息

International Center for Biomaterials Science (ICBS), Chiba, Japan.

出版信息

J Biomater Sci Polym Ed. 1996;7(8):697-705. doi: 10.1163/156856296x00462.

DOI:10.1163/156856296x00462
PMID:8639478
Abstract

A new "intelligent' polymer system was developed utilizing the binding and exchange of phenylboronic acid (PBA) with polyols and/or glucose. In this improved system, an amine component was incorporated into the polymer chain along with PBA, to enhance binding between PBA and glucose under physiological conditions. The PBA-based polymer was formed by free-radical copolymerization of 3-methacrylamidophenylboronic acid (MAPB) with comonomers, N,N-dimethylaminopropylacrylamide (DMAPAA) and acrylamide (AAm) in the presence of N,N'-methylenebis(acrylamide) (Bis-AAm) as a cross-linker. The proportion of the amount of PBA groups complexed with glucose vs total amount of PBA groups was determined by the batch method. Compared to PBA copolymers synthesized without amine component, the proportion increased as a function of the amine content as well as the pH of the buffer. These results confirm that the interaction of neighboring amines (unprotonated) to PBA strengthens the binding with glucose, especially at pH 7.4 and above. This new PBA-amine copolymer is promising as a material useful for polyol separation, protection of polyols, and possibly, as an insulin delivery device.

摘要

利用苯基硼酸(PBA)与多元醇和/或葡萄糖的结合与交换,开发了一种新型的“智能”聚合物系统。在这个改进的系统中,胺组分与PBA一起被引入到聚合物链中,以增强生理条件下PBA与葡萄糖之间的结合。基于PBA的聚合物是由3-甲基丙烯酰胺基苯基硼酸(MAPB)与共聚单体N,N-二甲基氨基丙基丙烯酰胺(DMAPAA)和丙烯酰胺(AAm)在作为交联剂的N,N'-亚甲基双丙烯酰胺(双-AAm)存在下通过自由基共聚形成的。通过分批法测定与葡萄糖络合的PBA基团量与PBA基团总量的比例。与未含胺组分合成的PBA共聚物相比,该比例随胺含量以及缓冲液pH值的变化而增加。这些结果证实,相邻胺(未质子化)与PBA的相互作用增强了与葡萄糖的结合,尤其是在pH 7.4及以上时。这种新型的PBA-胺共聚物有望成为用于多元醇分离、多元醇保护的材料,并且可能用作胰岛素递送装置。

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