Synthesis of Functionalized Glutamine- and Asparagine-Type Peptoids - Scope and Limitations

被引：5

作者：

Cardenal, Carmen ^{[1
]}

Vollrath, Sidonie B. L. ^{[1
]}

Schepers, Ute ^{[2
]}

Braese, Stefan ^{[1
,2
]}

机构：

[1] Karlsruhe Inst Technol KIT, Inst Organ Chem, DE-76131 Karlsruhe, Germany

[2] KIT, Inst Toxicol & Genet, DE-76344 Eggenstein Leopoldshafen, Germany

来源：

HELVETICA CHIMICA ACTA | 2012年 / 95卷 / 11期

关键词：

Glutamine; Peptoids; Peptidomimetic systems; Asparagin; SOLID-PHASE SYNTHESIS; BETA-PEPTIDES; OLIGOMERS; BINDING; DISCOVERY; LIGANDS; PEPTIDOMIMETICS; DESIGN; FAMILY; ORDER;

D O I：

10.1002/hlca.201200451

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-Alkylated glycine oligomers (peptoids) can serve as potent peptidomimetic systems. Installing different functional groups can often be a challenge, and minimizes yields and purities. Here, we describe the synthesis of different amide-containing submonomers which were obtained as free bases, as well as their incorporation into peptoids. By using the free amines, the coupling results on solid support could be improved, and various functionalized peptoids were prepared. Additionally, an interesting dimerization side reaction leading to cross-linked peptoids was observed during synthesis.

引用

页码：2237 / 2248

页数：12

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