Facile Synthesis of Helical Multiblock Copolypeptides: Minimal Side Reactions with Accelerated Polymerization of N-Carboxyanhydrides

Wang Xuefang; Song Ziyuan; Tan Zhengzhong; Zhu Lingyang; Xue Tianrui; Lv Shixian; Fu Zihuan; Zheng Xuetao; Ren Jie; Cheng Jianjun

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Facile Synthesis of Helical Multiblock Copolypeptides: Minimal Side Reactions with Accelerated Polymerization of N-Carboxyanhydrides

机译：容易合成螺旋多嵌段共磷酸酯：N-羧酐加速聚合的最小副反应

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Multiblock copolypeptides have attracted broad interests because their potential to form ordered structures and possess protein-mimetic functions. Controlled synthesis of multiblock copolypeptides through the sequential addition of N-carboxyanhydrides (NCAs), especially with the block number higher than five, however, is challenging and rarely reported due to competing side reactions during the polymerization process. Herein, we report the unprecedented synthesis of block copolypeptides with up to 20 blocks, enabled by ultrafast polypeptide chain propagation in a water/chloroform emulsion system that outpaces side reactions and ensures high end-group fidelity. Well-defined multiblock copolypeptides with desired block numbers, block lengths, and block sequences, as well as very low dispersity were readily attainable in a few hours. This method paves the way for the fast production of a large number of sequence-regulated multiblock copolypeptide materials, which may exhibit interesting assembly behaviors and biomedical applications.

机译：多嵌段共肽吸引了广泛的兴趣，因为它们的潜力形成有序结构并具有蛋白质模拟功能。然而，通过顺序加入N-羧酸酐（NCAs）的多嵌段共肽的合成，特别是在聚合过程中竞争副反应，块数具有高于五的嵌段数挑战性并且很少报道。在此，我们报告了前所未有的嵌段共肽与多达20个嵌段的合成，通过超薄多肽链繁殖在水/氯仿乳液系统中，其在副反应分离并确保高端组保真度。具有所需嵌段数，嵌段长度和块序列的明确定义的多嵌段共肽，以及在几个小时内容易获得非常低的分散性。该方法铺平了快速生产大量序列调节多嵌段共肽材料的方式，这可能表现出有趣的组装行为和生物医学应用。

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《ACS Macro Letters》 |2019年第11期|共5页
作者
Wang Xuefang; Song Ziyuan; Tan Zhengzhong; Zhu Lingyang; Xue Tianrui; Lv Shixian; Fu Zihuan; Zheng Xuetao; Ren Jie; Cheng Jianjun;
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作者单位

Univ Illinois Dept Mat Sci &

Engn Urbana IL 61801 USA;

Univ Illinois Dept Mat Sci &

Engn Urbana IL 61801 USA;

Univ Illinois Dept Mat Sci &

Engn Urbana IL 61801 USA;

Univ Illinois Sch Chem Sci NMR Lab Urbana IL 61801 USA;

Univ Illinois Dept Chem Urbana IL 61801 USA;

Univ Illinois Dept Mat Sci &

Engn Urbana IL 61801 USA;

Univ Illinois Dept Chem Urbana IL 61801 USA;

Univ Illinois Dept Chem Urbana IL 61801 USA;

Tongji Univ Minist Educ Key Lab Adv Civil Engn Mat Shanghai 201804 Peoples R China;

Univ Illinois Dept Mat Sci &

Engn Urbana IL 61801 USA;

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正文语种 eng
中图分类有机化学;
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1. Facile Synthesis of Helical Multiblock Copolypeptides: Minimal Side Reactions with Accelerated Polymerization of N-Carboxyanhydrides [J] . Wang Xuefang, Song Ziyuan, Tan Zhengzhong, ACS Macro Letters . 2019,第11期

机译：容易合成螺旋多嵌段共磷酸酯：N-羧酐加速聚合的最小副反应
2. Block copolypeptides prepared by N-carboxyanhydride ring-opening polymerization [J] . Habraken G.J.M., Heise A., Thornton P.D. Macromolecular rapid communications: Publishing the newsletters of the European Polymer Federation . 2012,第4期

机译：通过N-羧基酸酐开环聚合制备的嵌段共多肽
3. Synthesis and Characterization of Random and Block Copolypeptides Derived from gamma-Methylglutamate and Leucine N-Carboxyanhydrides [J] . Vishal Goury, Dhanjay Jhurry, Archana Bhaw-Luximon, Biomacromolecules . 2005,第4期

机译：γ-甲基谷氨酸和亮氨酸N-羧酰氨基衍生的无规和嵌段共多肽的合成与表征
4. Control of Copolypeptide Architecture Using Transition Metal Initiators for Amino Acid N-Carboxyanhydride Polymerization [C] . Timothy J. Deming PMSE Symposia . 2007

机译：使用过渡金属引发剂对氨基酸正羧酸酐聚合的控制进行控制
5. Part I. Asymmetric synthesis of bicyclic analogues of risedronate as molecular probes of the mechanism of action of bisphosphonate antiosteoporotic drugs and potentially more efficacious antiosteoporotic agents. Part II. Facile preparation and functionalization of chiral stabilized ylides from common chiral auxiliaries using the Bestmann ylide and their use in Wittig reactions. Part III. Asymmetric organocatalysis: 1. An investigation of alpha-hydroxylation of aldehydes; 2. Synthesis of a novel camphor-based alpha-aminotetrazole organocatalyst. [D] . Song, Xinyi. 2007

机译：第一部分：利塞膦酸盐双环类似物的不对称合成，作为双膦酸盐类抗骨质疏松药和潜在更有效的抗骨质疏松药作用机理的分子探针。第二部分使用Bestmann内酯从常见手性助剂轻松制备和官能化手性稳定化的叶基及其在Wittig反应中的用途。第三部分不对称有机催化：1.醛的α-羟基化研究； 2.合成新的基于樟脑的α-氨基四唑有机催化剂。
6. A facile glovebox-free strategy to significantly accelerate the syntheses of well-defined polypeptides by N-carboxyanhydride (NCA) ring opening polymerizations [O] . Jiong Zou, Jingwei Fan, Xun He, -1

机译：一种简便的无手套箱策略可通过N-羧基酐（NCA）开环聚合反应显着加速明确多肽的合成
7. Facile Synthesis of Helical Multiblock Copolypeptides: Minimal Side Reactions with Accelerated Polymerization of NCarboxyanhydrides [O] . -1

机译：螺旋多嵌段共磷酸酯的容易合成：含Ncarboxydly的加速聚合的最小副反应

Facile Synthesis of Helical Multiblock Copolypeptides: Minimal Side Reactions with Accelerated Polymerization of N-Carboxyanhydrides

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