Solid-phase supported polymer synthesis of sequence-defined, multifunctional poly(amidoamines)
Solid-phase supported polymer synthesis of sequence-defined, multifunctional poly(amidoamines)
复制标题
DOI：
10.1021/bm050884k
复制
发表时间：
2006-04-01
影响因子：
6.2
通讯作者：
Börner, HG
中科院分区：
文献类型：
--
作者：
Hartmann, L;Krause, E;Börner, HG
描述了一种合成多功能、序列定义聚酰胺的新途径。开发了一种完全自动化的固相支撑聚合物合成方法，并利用该方法获得了线性聚胺胺段（PAAs），该聚胺胺段没有分子量和化学分布。这是通过二酸和二胺的交替组装实现的，使用强制台阶生长机制，并驱动每个耦合步骤完成。在单分散PAA段内，功能可以沿着聚合物链精确定位，从而允许对链性质进行局部控制。该方法的多功能性通过单分散PAA片段与寡肽的共轭而得到，并通过质谱验证了该方法的单组分嵌段共聚物。此外，采用直接固相负载的方法合成了两种不同的聚环氧乙烷-PAA缀合物。通过改变PAA重复单元，调整了PAA片段的阳离子性质，证明了该方法的潜力。用H-1 NMR和基质辅助激光解吸质谱（MALDI-TOF-MS）对产物进行了表征，确定了产物的化学结构。
A novel synthesis route toward multifunctional, sequence-defined polyamides is described. A fully automated, solid-phase supported polymer synthesis was developed and utilized to obtain linear poly(amidoamine) segments (PAAs) that exhibit the absence of molecular weight and chemical distribution. This was achieved by an alternating assembly of diacids and diamines, using a forced step-growth mechanism, and driving each coupling step to completion. Within the monodisperse PAA segment, functionalities can be precisely positioned along the polymer chain allowing local control of the chain properties. The versatility of the approach was demonstrated by the conjugation of the monodisperse PAA segment toward an oligopeptide, leading to a single component block copolymer as verified by mass spectrometry. Moreover, two different poly(ethylene oxide)-PAA conjugates were synthesized utilizing the direct, solid-phase supported route. By varying the PAA repeat unit, the cationic nature of the PAA segment was adjusted, demonstrating the potential of the approach. The products were characterized by means of H-1 NMR and matrix-assisted laser desorption mass spectrometry (MALDI-TOF-MS) methods, which confirmed the chemical structures conclusively.