Multicomponent Reaction Toolbox for Peptide Macrocyclization and Stapling

Reguera Leslie; Rivera Daniel G.

首页> 外文期刊>Chemical Reviews >Multicomponent Reaction Toolbox for Peptide Macrocyclization and Stapling

【24h】

Multicomponent Reaction Toolbox for Peptide Macrocyclization and Stapling

机译：用于肽宏互动和缝合的多组分反应工具箱

获取原文

获取原文并翻译 | 示例

获取外文期刊封面封底 >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

In the past decade, multicomponent reactions have experienced a renaissance as powerful peptide macrocyclization tools enabling the rapid creation of skeletal complexity and diversity with low synthetic cost. This review provides both a historical and modern overview of the development of the peptide multicomponent macrocyclization as a strategy capable to compete with the classic peptide cyclization methods in terms of chemical efficiency and synthetic scope. We prove that the utilization of multicomponent reactions for cyclizing peptides by either their termini or side chains provides a key advantage over those more established methods; that is, the possibility to explore the cyclic peptide chemotype space not only at the amino acid sequence but also at the ring-forming moiety. Owing to its multicomponent nature, this type of peptide cyclization process is well-suited to generate diversity at both the endo- and exo-cyclic fragments formed during the ring-closing step, which stands as a distinctive and useful characteristic for the creation and screening of cyclic peptide libraries. Examples of the novel multicomponent peptide stapling approach and heterocycle ring-forming macrocyclizations are included, along with multicomponent methods incorporating macrocyclization handles and the one-pot syntheses of macromulticyclic peptide cages. Interesting applications of this strategy in the field of drug discovery and chemical biology are provided.

机译：None

著录项

来源
《Chemical Reviews》 |2019年第17期|共25页
作者
Reguera Leslie; Rivera Daniel G.;
展开▼
作者单位

Univ Havana Fac Chem Ctr Nat Prod Res Havana 10400 Cuba;

Univ Havana Fac Chem Ctr Nat Prod Res Havana 10400 Cuba;

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类化学;
关键词

相似文献

外文文献
中文文献
专利

1. A Toolbox for the Analysis of Peptide Signal Biogenesis [J] . Nils Stührwohldt, Katharina Schardon, Annick Stintzi, 分子植物（英文版） . 2017,第008期
2. Bis-Lactam Peptide i,i+4-Stapling [J] . Xiao Hu, Bo Wu, Weiping Zheng 中国化学（英文版） . 2019,第003期
3. A dimethylbromobenzene-cysteine stapled peptide dual inhibitor of the p53-MDM2/MDMX interactions [J] . Wei Jiang, Liang Jin, Min Liu, 肝癌研究（英文版） . 2019,第002期
4. A dimethylbromobenzene-cysteine stapled peptide dual inhibitor of the p53-MDM2/MDMX interactions [J] . Wei Jiang, Liang Jin, Min Liu, 肝癌研究(英文版) . 2019,第002期
5. Different stapling-based peptide drug design:Mimicking α-helix as inhibitors of protein–protein interaction [J] . 中国化学快报（英文版） . 2018,第007期
6. Solution- and Solid-Phase Macrocyclization of Peptides by the Ugi-Smiles Multicomponent Reaction: Synthesis of N-Aryl-Bridged Cyclic Lipopeptides [J] . Morejon Micjel C., Laub Annegret, Westermann Bernhard, Organic letters . 2016,第16期

机译：Ugi-Smiles多组分反应的肽的溶液和固相宏观环化：N-芳基桥连的环状脂肽的合成
7. Applications of Convertible Isonitriles in the Ligation and Macrocyclization of Multicomponent Reaction-Derived Peptides and Depsipeptides [J] . Wessjohann Ludger A., Morejon Micjel C., Ojeda Gerardo M., The Journal of Organic Chemistry . 2016,第15期

机译：可转换异腈在多组分反应衍生肽和二肽的连接和大环化中的应用
8. Applications of Convertible Isonitriles in the Ligation and Macrocyclization of Multicomponent Reaction-Derived Peptides and Depsipeptides [J] . Wessjohann Ludger A., Morejon Micjel C., Ojeda Gerardo M., The Journal of Organic Chemistry . 2016,第15期

机译：可转换异腈在多组分反应衍生肽和二肽的连接和大环化中的应用
9. HYDROGEN EXCHANGE-MASS SPECTROMETRY ENABLES THE FACILE MEASUREMENT OF STAPLED PEPTIDE FOLDING DYNAMICS AND OPTIMIZATION OF STAPLED PEPTIDE DRUG PROPERTIES [C] . Xiangguo (Eric) Shi, Thomas E. Wales, Carl Elkin, American Society for Mass Spectrometry Conference on Mass Spectrometry and Allied Topics . 2011

机译：氢气交换 - 质谱使得能够进行绒毛肽折叠动力学的嵌合肽动力学和塑料肽药物特性的优化
10. Part I. The use of small-molecule substrates as probes of the ubiquitination pathway Part II. Intramolecular 1,3-dipolar cycloaddition reaction for peptide 'stapling'. [D] . Madden, Michael M. 2010

机译：第一部分：小分子底物作为泛素化途径的探针的使用第二部分。分子内1，3-偶极环加成反应用于肽“装订”。
11. Multicomponent Macrocyclization Reactions (MCMRs) Employing Highly Reactive Acyl Ketene and Nitrile Oxide Intermediates [O] . John M. Knapp, James C. Fettinger, Mark J. Kurth -1

机译：多组分反应大环（mCmRs）使用高活性的酰基乙烯酮和氧化腈中间体
12. Applications of Convertible Isonitriles in the Ligation and Macrocyclization of Multicomponent Reaction-Derived Peptides and Depsipeptides [O] . -1

机译：可转化的异腈在多组分反应衍生肽和Depsipeptides的结扎和宏核中的应用
13. Reaction Mechanisms in the Radiolysis of Peptides, Polypeptides, and Proteins. I. Reactions of the Peptide Main-Chain in Model Systems [R] . Garrison, W. M. 1982

机译：肽，多肽和蛋白质的辐解中的反应机制。 I.肽主链在模型系统中的反应

Multicomponent Reaction Toolbox for Peptide Macrocyclization and Stapling

摘要

著录项

相似文献

相关主题

期刊订阅