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通过N-羧基酐的开环聚合制备基于多肽结构的策略。

Strategies to Fabricate Polypeptide-Based Structures via Ring-Opening Polymerization of N-Carboxyanhydrides.

作者信息

González-Henríquez Carmen M, Sarabia-Vallejos Mauricio A, Rodríguez-Hernández Juan

机构信息

Departamento de Química, Facultad de Ciencias Naturales, Matemáticas y del Medio Ambiente, Universidad Tecnológica Metropolitana, P.O. Box 9845, Correo 21, Santiago 7800003, Chile.

Departamento de Ingeniería Estructural y Geotecnia, Escuela de Ingeniería, Pontificia Universidad Católica de Chile, P.O. Box 306, Correo 22, Santiago 7820436, Chile.

出版信息

Polymers (Basel). 2017 Oct 25;9(11):551. doi: 10.3390/polym9110551.

DOI:10.3390/polym9110551
PMID:30965855
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6418556/
Abstract

In this review, we provide a general and clear overview about the different alternatives reported to fabricate a myriad of polypeptide architectures based on the ring-opening polymerization of -carbonyanhydrides (ROP NCAs). First of all, the strategies for the preparation of NCA monomers directly from natural occurring or from modified amino acids are analyzed. The synthetic alternatives to prepare non-functionalized and functionalized NCAs are presented. Protection/deprotection protocols, as well as other functionalization chemistries are discussed in this section. Later on, the mechanisms involved in the ROP NCA polymerization, as well as the strategies developed to reduce the eventually occurring side reactions are presented. Finally, a general overview of the synthetic strategies described in the literature to fabricate different polypeptide architectures is provided. This part of the review is organized depending on the complexity of the macromolecular topology prepared. Therefore, linear homopolypeptides, random and block copolypeptides are described first. The next sections include cyclic and branched polymers such as star polypeptides, polymer brushes and highly branched structures including arborescent or dendrigraft structures.

摘要

在本综述中，我们对基于环内酸酐开环聚合（ROP NCA）制备多种多肽结构的不同方法进行了全面且清晰的概述。首先，分析了直接由天然氨基酸或修饰氨基酸制备NCA单体的策略。介绍了制备未官能化和官能化NCA的合成方法。本节讨论了保护/脱保护方案以及其他官能化化学方法。随后，阐述了ROP NCA聚合所涉及的机制，以及为减少最终可能发生的副反应而开发的策略。最后，对文献中描述的制备不同多肽结构的合成策略进行了总体概述。本综述的这一部分根据所制备大分子拓扑结构的复杂性进行组织。因此，首先描述线性均聚多肽、无规和嵌段共多肽。接下来的部分包括环状和支化聚合物，如星形多肽、聚合物刷以及高度支化结构，包括树形或树枝状接枝结构。

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Biomacromolecules. 2015 Jun 8;16(6):1802-6. doi: 10.1021/acs.biomac.5b00372. Epub 2015 May 26.
8
Controlled synthesis of phosphorylcholine derivatives of poly(serine) and poly(homoserine).聚丝氨酸和聚同型丝氨酸的磷酰胆碱衍生物的可控合成。
J Am Chem Soc. 2015 Apr 1;137(12):4078-81. doi: 10.1021/jacs.5b01543. Epub 2015 Mar 23.
9
Fast and living ring-opening polymerization of α-amino acid N-carboxyanhydrides triggered by an "alliance" of primary and secondary amines at room temperature.在室温下，由伯胺和仲胺“联合”引发的α-氨基酸N-羧基酸酐的快速活性开环聚合反应。
Biomacromolecules. 2015 Apr 13;16(4):1352-7. doi: 10.1021/acs.biomac.5b00134. Epub 2015 Mar 23.
10
From competition to cooperation: a highly efficient strategy towards well-defined (co)polypeptides.从竞争到合作：一种针对明确的（共）多肽的高效策略。
Chem Commun (Camb). 2015 Feb 28;51(17):3663-6. doi: 10.1039/c4cc09055a.