Sequence-Defined Oligothioetheramides
Sequence-Defined Oligothioetheramides
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DOI：
10.1055/s-0034-1380113
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发表时间：
2015-03-01
期刊：
影响因子：
2
通讯作者：
Alabi, Christopher A.
中科院分区：
文献类型：
--
作者：
Porel, Mintu;Brown, Joseph S.;Alabi, Christopher A.
序列定义的聚合物的重要性在高度发达的生物系统中是显而易见的。因此，具有相似的大分子多样性、效率和速度的它们的合成从头生产一直是相当多的研究的焦点。在这篇简短的综述中，新的序列定义的寡硫醚酰胺（oligoTEAs）的合成背后的基本原理将与肽和类肽合成的公认方法放在一起，其中所有方法在其设计中都特别利用化学正交性。沿着概念设计，我们将通过突出每个正交反应的溶液相动力学、液相氟纯化方法、原理合成证明和全长低聚物的组装来讨论低聚TEA的组装。总的来说，低聚TEA的成功源于独特的N-烯丙基-N-丙烯酰胺单体两端的快速正交化学反应。OligoTEA寻求通过提供额外的结构多样性来从根本上研究材料科学和生物应用的序列-结构-功能关系，从而促进和推进序列定义聚合物领域。1引言2通过正交化学的支持合成3 OligoTEA组装体的概念设计4原理证明5 OligoTEA的合成和表征6结论
The importance of sequence-defined polymers is evident in highly developed biological systems. As such, their synthetic de novo production with similar macromolecular diversity, efficiency, and speed has been the focus of considerable research. In this brief review, the rationale behind the new synthesis of sequence-defined oligothioetheramides (oligoTEAs) will be placed in context with the accepted methods of peptide and peptoid synthesis, where all methods notably utilize chemical orthogonality in their design. Along with the conceptual design, we will discuss the assembly of oligoTEAs by highlighting the solution-phase kinetics of each orthogonal reaction, the liquid-phase fluorous purification methodology, a proof-of-principle synthesis, and the assembly of a full-length oligomer. Overall, the success of oligoTEAs stems from the rapid orthogonal chemical reactions at each end of the unique N-allyl-N-acrylamide monomer. OligoTEAs seek to contribute and advance the field of sequence-defined polymers by providing additional structural diversity to fundamentally study sequence-structure-function relationships for both material science and biological applications.1 Introduction2 Supported Synthesis via Orthogonal Chemistries3 Conceptual Design of OligoTEA Assembly4 Proof-of-Principle5 Synthesis and Characterization of OligoTEAs6 Conclusion