Direct, controlled synthesis of the nonimmunogenic, hydrophilic polymer, poly(N-(2-hydroxypropyl)methacrylamide) via RAFT in aqueous media

Direct, controlled synthesis of the nonimmunogenic, hydrophilic polymer, poly(N-(2-hydroxypropyl)methacrylamide) via RAFT in aqueous media
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DOI:
10.1021/bm0503017
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发表时间:
2005-07-01
期刊:
影响因子:
6.2
通讯作者:
McCormick, CL
McCormick, CL
中科院分区:
化学2区
文献类型:
--
作者:
Scales, CW;Vasilieva, YA;McCormick, CL

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聚N-(2-羟丙基)甲基丙烯酰胺(PHPMA)是一种非免疫原性的中性亲水性聚合物,目前被用于抗癌药物的递送。在此,我们报告了促进HPMA在水介质中直接、可控的RAFT聚合的条件。我们证明,在70℃的醋酸缓冲溶液中,分别使用4-氰戊酸二硫代苯甲酸酯和4,4'-偶氮唑(4-氰戊酸)作为链转移剂(CTA)和引发物是导致可控聚合的合适条件。这些聚合的“活性”性质通过HPMA宏CTA的链延伸来证明,从而产生相应的聚(HPMA-b-HPMA)“均聚物”。
Poly(N-(2-hydroxypropyl)methacrylamide) (PHPMA) is a nonimmunogenic, neutral-hydrophilic polymer currently employed in the delivery of anticancer drugs. Herein, we report conditions that facilitate the direct, controlled RAFT polymerization of HPMA in aqueous media. We demonstrate that the use of 4-cyano-pentanoic acid dithiobenzoate and 4,4'-azobis(4-cyanopentanoic acid) as the chain transfer agent (CTA) and initiating species, respectively, in the presence of an acetic acid buffer solution at 70 degrees C is a suitable condition leading to controlled polymerization. The "living" nature of these polymerizations is demonstrated via chain-extension of an HPMA macro CTA to yield the corresponding poly(HPMA-b-HPMA) "homopolymer".