ArticleChemical science2016
Mix and match backbones for the formation of H-bonded duplexes.
Article in Chemical science, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Who cites it
18 citing papers in PubMed.
- Recognition-Encoded Molecules: A Minimal Self-Replicator.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Duplex-forming oligocarbamates with tunable nonbonding sites.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
- Recognition-Encoded Synthetic Information Molecules.Accounts of chemical research · 2023Article
- Applications of Discrete Synthetic Macromolecules in Life and Materials Science: Recent and Future Trends.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2021Review
- Supramolecular catalysis by recognition-encoded oligomers: discovery of a synthetic imine polymerase.Chemical science · 2020Article
- Two-component assembly of recognition-encoded oligomers that form stable H-bonded duplexes.Chemical science · 2020Article
- Organogelating and narcissistic self-sorting behaviour of non-preorganized oligoamides.Chemical science · 2019Article
- Building blocks for recognition-encoded oligoesters that form H-bonded duplexes.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
- Glucose-nucleobase pairs within DNA: impact of hydrophobicity, alternative linking unit and DNA polymerase nucleotide insertion studies.Chemical science · 2018Article
- Sequence-Selective Formation of Synthetic H-Bonded Duplexes.Journal of the American Chemical Society · 2017Article
- H-Bond Self-Assembly: Folding versus Duplex Formation.Journal of the American Chemical Society · 2017Article
- Template-directed synthesis of linear porphyrin oligomers: classical, Vernier and mutual Vernier.Chemical science · 2017Article
- Homochiral oligomers with highly flexible backbones form stable H-bonded duplexes.Chemical science · 2017Article
- Mix and match recognition modules for the formation of H-bonded duplexes.Chemical science · 2016Article
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The formation of well-defined supramolecular assemblies involves competition between intermolecular and intramolecular interactions, which is quantified by effective molarity. Formation of a duplex between two oligomers equipped with recognition sites displayed along a non-interacting backbone requires that once one intermolecular interaction has been formed, all subsequent interactions take place in an intramolecular sense. The efficiency of this process is governed by the geometric complementarity and conformational flexibility of the backbone linking the recognition sites. Here we report a series of phosphine oxide H-bond acceptor AA 2-mers and phenol H-bond donor DD 2-mers, where the two recognition sites are connected by isomeric backbone modules that vary in geometry and flexibility. All AA and DD combinations form stable AA·DD duplexes, where two cooperative H-bonds lead to an increase in stability of an order of magnitude compared with the corresponding A·D complexes that can only form one H-bond. For all six possible backbone combinations, the effective molarity for duplex formation is approximately constant (7-20 mM). Thus strict complementarity and high degrees of preorganisation are not required for efficient supramolecular assembly. Provided there is some flexibility, quite different backbone modules can be used interchangeably to construct stable H-bonded duplexes.
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