Pharmaceutical Biotechnology, Department of Pharmacy, Center for Drug Research, Ludwig-Maximilians-Universität Munich, Butenandtstr. 5-13, D-81377 Munich, Germany.
Org Lett. 2011 Apr 1;13(7):1586-9. doi: 10.1021/ol200381z. Epub 2011 Mar 4.
A versatile solid-phase approach to sequence-defined polyamidoamines was developed. Four different Fmoc-polyamino acid building blocks were synthesized by selective protection of symmetrical oligoethylenimine precursors followed by introduction of a carboxylic acid handle using cyclic anhydrides and subsequent Fmoc-protection. The novel Fmoc-polyamino acids were used to construct polyamidoamines demonstrating complete compatibility to standard Fmoc reaction conditions. The straightforward synthesis of the building blocks and the high efficiency of the solid-phase coupling reactions allow the versatile synthesis of defined polycations.
开发了一种通用的固相方法来合成序列定义的聚酰胺胺。通过选择性保护对称的聚亚乙基亚胺前体,然后使用环酐引入羧酸处理,再进行 Fmoc 保护,合成了四种不同的 Fmoc-多氨基酸砌块。新型 Fmoc-多氨基酸可用于构建聚酰胺胺,完全兼容标准 Fmoc 反应条件。砌块的合成路线简单,固相偶联反应效率高,允许灵活合成具有确定结构的聚阳离子。