Well-defined polymers with activated ester and protected aldehyde side chains for bio-functionalization
Well-defined polymers with activated ester and protected aldehyde side chains for bio-functionalization
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DOI：
10.1016/j.jconrel.2007.04.010
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发表时间：
2007-10-08
影响因子：
10.8
通讯作者：
Maynard, Heather D.
中科院分区：
文献类型：
--
作者：
Hwang, Jungyeon;Li, Ronald C.;Maynard, Heather D.
通过可逆加成断裂链转移（RAFT）聚合合成了具有反应性侧链和窄分子量分布的聚合物，并证明了利用这些聚合物制备药物载体的潜力。使用二硫代苯甲酸异丙苯酯（CDB）作为链转移剂和偶氮二异丁腈（AIBN）作为引发剂聚合甲基丙烯酸对硝基苯酯（NPMA）和甲基丙烯酸二乙氧基丙酯（DEPMA），实现了高转化率（> = 86％）。所得 pNPMA 和 pDEPMA 具有窄分子量分布（多分散指数 < 1.3）。证实了这些聚合物官能化的能力。对于 pNPMA，高达 86% 的侧链被氨基酸、甘氨酸甲酯取代。 pDEPMA 的侧链被水解为醛，并与 O-苄基羟胺和 O-甲基羟胺反应形成稳定的肟键缀合物。替代百分比取决于进料比。还证明了氨氧基功能化 RGD 肽的缀合。 (c) 2007 Elsevier B.V 保留所有权利。
Polymers with reactive side chains and narrow molecular weight distributions were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization, and the potential to utilize these polymers to prepare drug carriers was demonstrated. p-Nitrophenyl methacrylate (NPMA) and diethoxypropyl methacrylate (DEPMA) were polymerized utilizing cumyl dithiobenzoate (CDB) as the chain transfer agent and azobisisobutyronitrile (AIBN) as the initiator to high conversions (>= 86%). The resulting pNPMA and pDEPMA had narrow molecular weight distributions (polydispersity indices < 1.3). The ability to functionalize these polymers was confirmed. For pNPMA, up to 86% of the side chains were substituted with the amino acid, glycine methyl ester. The side chains of pDEPMA were hydrolyzed to aldehydes and reaction with O-benzylhydroxylamine and O-methylhydroxylamine to form stable oxime bond conjugates was demonstrated. The percent substitution depended on the feed ratios. Conjugation of an aminooxyfunctionalized RGD peptide was also demonstrated. (c) 2007 Elsevier B.V All rights reserved.