Journal ArticleDOI
Contemporary strategies for peptide macrocyclization
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TLDR
Recent solutions to some of the major challenges in this important area of contemporary synthesis of peptide macrocycles are reviewed.Abstract:
Peptide macrocycles have found applications that range from drug discovery to nanomaterials. These ring-shaped molecules have shown remarkable capacity for functional fine-tuning. Such capacity is enabled by the possibility of adjusting the peptide conformation using the techniques of chemical synthesis. Cyclic peptides have been difficult, and often impossible, to prepare using traditional synthetic methods. For macrocyclization to occur, the activated peptide must adopt an entropically disfavoured pre-cyclization conformation before forming the desired product. Here, we review recent solutions to some of the major challenges in this important area of contemporary synthesis.read more
Citations
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Journal ArticleDOI
Small Heterocycles in Multicomponent Reactions
Benjamin H. Rotstein,Benjamin H. Rotstein,Serge Zaretsky,Vishal Rai,Vishal Rai,Andrei K. Yudin +5 more
TL;DR: This paper presents a meta-analyses of the proton-probes of Na6(SO4)2, Na4, and Na4 of the nucleus of the H2O2 molecule and shows clear patterns in the response of these two mechanisms to each other.
Journal ArticleDOI
Nonribosomal Peptide Synthesis-Principles and Prospects.
Roderich D. Süssmuth,Andi Mainz +1 more
TL;DR: This Review provides state-of-the-art knowledge on the underlying mechanisms of NRPSs and the variety of their products along with detailed analysis of the challenges for future reprogrammed biosynthesis.
Journal ArticleDOI
Structure-Based Design of Inhibitors of Protein-Protein Interactions: Mimicking Peptide Binding Epitopes
TL;DR: A new classification of peptidomimetics (classes A–D) is introduced that enables a clear assignment of available approaches for the structure-based design of PPI inhibitors through stabilizing or mimicking turns, β-sheets, and helices.
Journal ArticleDOI
Multifaceted roles of disulfide bonds. Peptides as therapeutics.
Journal ArticleDOI
Peptide stapling techniques based on different macrocyclisation chemistries
TL;DR: This tutorial review categorise and analyse key examples of peptide stapling in terms of their synthesis and applicability to biological systems.
References
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Journal ArticleDOI
A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes.
Journal ArticleDOI
Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.
TL;DR: A novel regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides on solid-phase is reported, and the X-ray structure of 2-azido-2-methylpropanoic acid has been solved, to yield structural information on the 1, 3-dipoles entering the reaction.
PatentDOI
Synthesis of proteins by native chemical ligation
TL;DR: The technique of native chemical ligation is employable for chemically synthesizing full length proteins as discussed by the authors, which are chemically identical to proteins produced by cell free synthesis, and can be refolded and/or oxidized to form native disulfide-containing protein molecules.
Journal ArticleDOI
Amide bond formation and peptide coupling
TL;DR: In this article, the authors propose a method to solve the problem of "uniformity" in the literature: 1.0040−4020/$ doi:10.1016/
Journal ArticleDOI
Activation of Apoptosis in Vivo by a Hydrocarbon-Stapled BH3 Helix
Loren D. Walensky,Andrew L. Kung,Andrew L. Kung,Iris Escher,Thomas J. Malia,Thomas J. Malia,Scott Barbuto,Renee D. Wright,Gerhard Wagner,Gregory L. Verdine,Stanley J. Korsmeyer +10 more
TL;DR: Hydrocarbon stapling of native peptides may provide a useful strategy for experimental and therapeutic modulation of protein-protein interactions in many signaling pathways.
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