ArticleJournal of the American Chemical Society2017
H-Bond Self-Assembly: Folding versus Duplex Formation.
Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed.
- Duplex-forming oligocarbamates with tunable nonbonding sites.Chemical science · 2024Article
- Selective chiral dimerization and folding driven by arene-perfluoroarene force.Chemical science · 2024Article
- Synthetically encoded complementary oligomers.Nature reviews. Chemistry · 2023Review
- Sequence-selective duplex formation and template effect in recognition-encoded oligoanilines.Chemical science · 2023Article
- Chain-Length-Dependent Hydrogen-Bonded Self-Assembly of Terminally Functionalized Discrete Polyketones.Precision chemistry · 2023Article
- Recognition-Encoded Synthetic Information Molecules.Accounts of chemical research · 2023Article
- Folding and Duplex Formation in Sequence-Defined Aniline Benzaldehyde Oligoarylacetylenes.Journal of the American Chemical Society · 2022Article
- H-Bond Templated Oligomer Synthesis Using a Covalent Primer.Journal of the American Chemical Society · 2022Article
- Folding and duplex formation in mixed sequence recognition-encodedChemical science · 2021Article
- High-Fidelity Sequence-Selective Duplex Formation by Recognition-Encoded Melamine Oligomers.Journal of the American Chemical Society · 2021Article
- Applications of Discrete Synthetic Macromolecules in Life and Materials Science: Recent and Future Trends.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2021Review
- Preferential N-H⋯:C[double bond splayed right] hydrogen bonding involving ditopicRSC advances · 2020Article
- Biomimetic hydrogen-bonding cascade for chemical activation: telling a nucleophile from a base.Chemical science · 2020Article
- Supramolecular catalysis by recognition-encoded oligomers: discovery of a synthetic imine polymerase.Chemical science · 2020Article
- Braiding, branching and chiral amplification of nanofibres in supramolecular gels.Nature chemistry · 2019Article
- Building blocks for recognition-encoded oligoesters that form H-bonded duplexes.Chemical science · 2019Article
- Supramolecular cage encapsulation as a versatile tool for the experimental quantification of aromatic stacking interactions.Chemical science · 2019Article
- H-Bonded Duplexes based on a Phenylacetylene Backbone.Journal of the American Chemical Society · 2018Article
- Backbone conformation affects duplex initiation and duplex propagation in hybridisation of synthetic H-bonding oligomers.Organic & biomolecular chemistry · 2018Article
- Sequence-Selective Formation of Synthetic H-Bonded Duplexes.Journal of the American Chemical Society · 2017Article
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
Linear oligomers equipped with complementary H-bond donor (D) and acceptor (A) sites can interact via intermolecular H-bonds to form duplexes or fold via intramolecular H-bonds. These competing equilibria have been quantified using NMR titration and dilution experiments for seven systems featuring different recognition sites and backbones. For all seven architectures, duplex formation is observed for homo-sequence 2-mers (AA·DD) where there are no competing folding equilibria. The corresponding hetero-sequence AD 2-mers also form duplexes, but the observed self-association constants are strongly affected by folding equilibria in the monomeric states. When the backbone is flexible (five or more rotatable bonds separating the recognition sites), intramolecular H-bonding is favored, and the folded state is highly populated. For these systems, the stability of the AD·AD duplex is 1-2 orders of magnitude lower than that of the corresponding AA·DD duplex. However, for three architectures which have more rigid backbones (fewer than five rotatable bonds), intramolecular interactions are not observed, and folding does not compete with duplex formation. These systems are promising candidates for the development of longer, mixed-sequence synthetic information molecules that show sequence-selective duplex formation.
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Registered trials
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.