ArticleAngewandte Chemie (International ed. in English)2014
A multifaceted secondary structure mimic based on piperidine-piperidinones.
Article in Angewandte Chemie (International ed. in English), 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Intrastrand Peptide Staples That Promote β-Sheet Folding, Self-Assembly, and Amyloid Seeding.Journal of the American Chemical Society · 2025Article
- Synthesis and Conformational Analysis of Hydantoin-Based Universal Peptidomimetics.The Journal of organic chemistry · 2023Article
- Construction of diverse peptide structural architecturesChemical science · 2021Article
- Correlations between secondary structure- and protein-protein interface-mimicry: the interface mimicry hypothesis.Organic & biomolecular chemistry · 2019Article
- Non-covalent S···O interactions control conformation in a scaffold that disrupts islet amyloid polypeptide fibrillation.Chemical science · 2016Article
- Probing Protein Surfaces: QSAR Analysis with Helix Mimetics.Chembiochem : a European journal of chemical biology · 2016Article
- Structure-Based Design of Inhibitors of Protein-Protein Interactions: Mimicking Peptide Binding Epitopes.Angewandte Chemie (International ed. in English) · 2015Review
- Small Molecule Probes That Perturb A Protein-protein Interface In Antithrombin.Chemical science · 2014Article
- Orthogonal functionalisation of α-helix mimetics.Organic & biomolecular chemistry · 2014Article
- A chemoselective route to β-enamino esters and thioesters.Organic letters · 2014Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Minimalist secondary structure mimics are typically made to resemble one interface in a protein-protein interaction (PPI), and thus perturb it. We recently proposed suitable chemotypes can be matched with interface regions directly, without regard for secondary structures. Here we describe a modular synthesis of a new chemotype 1, simulation of its solution-state conformational ensemble, and correlation of that with ideal secondary structures and real interface regions in PPIs. Scaffold 1 presents amino acid side-chains that are quite separated from each other, in orientations that closely resemble ideal sheet or helical structures, similar non-ideal structures at PPI interfaces, and regions of other PPI interfaces where the mimic conformation does not resemble any secondary structure. 68 different PPIs where conformations of 1 matched well were identified. A new method is also presented to determine the relevance of a minimalist mimic crystal structure to its solution conformations. Thus DLD-1 faf crystallized in a conformation that is estimated to be 0.91 kcal mol(-1) above the minimum energy solution state.
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.