ArticleBiochemistry2017
Halogen Bonding: A Powerful Tool for Modulation of Peptide Conformation.
Article in Biochemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.
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Who cites it
26 citing papers in PubMed.
- Solution Ensembles of Griselimycin Expand the Definition of Molecular Chameleonicity.Journal of medicinal chemistry · 2026Article
- Probing Weak Halogen Bonding in Aqueous Solution.Journal of the American Chemical Society · 2026Article
- Design of a halogen bond catalyzed DNA endonuclease.Proceedings of the National Academy of Sciences of the United States of America · 2025Article
- The Realm of Unconventional Noncovalent Interactions in Proteins: Their Significance in Structure and Function.ACS omega · 2023Review
- Going Viral: An Investigation into the Chameleonic Behaviour of Antiviral Compounds.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Synthesis of Amino Acids Bearing Halodifluoromethyl Moieties and Their Application to p53-Derived Peptides Binding to Mdm2/Mdm4.Drug design, development and therapy · 2023Article
- Pushing the Limits of Characterising a Weak Halogen Bond in Solution.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Halogen bonding regulated functional nanomaterials.Nanoscale advances · 2021Review
- N-Heterocyclic Iod(az)olium Salts - Potent Halogen-Bond Donors in Organocatalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- In Vitro and In Silico Anti-Arboviral Activities of Dihalogenated Phenolic Derivates of L-Tyrosine.Molecules (Basel, Switzerland) · 2021Article
- Nature of the Hydrogen Bond Enhanced Halogen Bond.Molecules (Basel, Switzerland) · 2021Article
- A Bidentate Iodine(III)-Based Halogen-Bond Donor as a Powerful Organocatalyst*.Angewandte Chemie (International ed. in English) · 2021Article
- Employing complementary spectroscopies to study the conformations of an epimeric pair of side-chain stapled peptides in aqueous solution.RSC advances · 2021Article
- Solution Conformations Shed Light on PROTAC Cell Permeability.ACS medicinal chemistry letters · 2021Article
- Potential new treatment strategies for COVID-19: is there a role for bromhexine as add-on therapy?Internal and emergency medicine · 2020Review
- Phosphine Oxides as Spectroscopic Halogen Bond Descriptors: IR and NMR Correlations with Interatomic Distances and Complexation Energy.Molecules (Basel, Switzerland) · 2020Article
- Halogenation of theChemistryOpen · 2020Article
- Separation of halogenated benzenes enabled by investigation of halogen-π interactions with carbon materials.Chemical science · 2020Article
- A Chemical Biology Approach to Understanding Molecular Recognition of Lipid II by Nisin(1-12): Synthesis and NMR Ensemble Analysis of Nisin(1-12) and Analogues.Chemistry (Weinheim an der Bergstrasse, Germany) · 2019Article
- π-Hole Interactions Involving Nitro Aromatic Ligands in Protein Structures.Chemistry (Weinheim an der Bergstrasse, Germany) · 2019Article
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Authors and funding
6 authors.
Funding
Abstract
Halogen bonding is a weak chemical force that has so far mostly found applications in crystal engineering. Despite its potential for use in drug discovery, as a new molecular tool in the direction of molecular recognition events, it has rarely been assessed in biopolymers. Motivated by this fact, we have developed a peptide model system that permits the quantitative evaluation of weak forces in a biologically relevant proteinlike environment and have applied it for the assessment of a halogen bond formed between two amino acid side chains. The influence of a single weak force is measured by detection of the extent to which it modulates the conformation of a cooperatively folding system. We have optimized the amino acid sequence of the model peptide on analogues with a hydrogen bond-forming site as a model for the intramolecular halogen bond to be studied, demonstrating the ability of the technique to provide information about any type of weak secondary interaction. A combined solution nuclear magnetic resonance spectroscopic and computational investigation demonstrates that an interstrand halogen bond is capable of conformational stabilization of a β-hairpin foldamer comparable to an analogous hydrogen bond. This is the first report of incorporation of a conformation-stabilizing halogen bond into a peptide/protein system, and the first quantification of a chlorine-centered halogen bond in a biologically relevant system in solution.
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