Triazine-Based Sequence-Defined Polymers with Side-Chain Diversity and Backbone-Backbone Interaction Motifs

被引:79
作者
Grate, Jay W. [1 ]
Mo, Kai-For [1 ]
Daily, Michael D. [1 ]
机构
[1] Pacific NW Natl Lab, POB 999, Richland, WA 99352 USA
关键词
biomimetics; macromolecules; sequence-defined polymers; simulations; solid-phase synthesis; OLIGOMERS; FOLDAMERS; DESIGN;
D O I
10.1002/anie.201509864
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Sequence control in polymers, well-known in nature, encodes structure and functionality. Here we introduce a new architecture, based on the nucleophilic aromatic substitution chemistry of cyanuric chloride, that creates a new class of sequence-defined polymers dubbed TZPs. Proof of concept is demonstrated with two synthesized hexamers, having neutral and ionizable side chains. Molecular dynamics simulations show backbone-backbone interactions, including H-bonding motifs and pi-pi interactions. This architecture is arguably biomimetic while differing from sequence-defined polymers having peptide bonds. The synthetic methodology supports the structural diversity of side chains known in peptides, as well as backbone-backbone hydrogen-bonding motifs, and will thus enable new macromolecules and materials with useful functions.
引用
收藏
页码:3925 / 3930
页数:6
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