ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
Carbodiimide-Driven Dimerization and Self-Assembly of Artificial, Ribose-Based Amphiphiles.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed, 8 citations in OpenAlex.
- DNA affects the phenotype of fuel-dependent coacervate droplets.Nature communications · 2026Article
- Suppressing catalyst poisoning in the carbodiimide-fueled reaction cycle.Chemical science · 2023Article
- Steric Control over the Threading of Pyrophosphonates with One or Two Cyanostar Macrocycles during Pseudorotaxane Formation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- A Carbodiimide-Fueled Reaction Cycle That Forms Transient 5(4Journal of the American Chemical Society · 2023Article
- A Ribonucleotide ↔ Phosphoramidate Reaction Network Optimized by Computer-Aided Design.Journal of the American Chemical Society · 2022Article
- Carbodiimide-Driven Dimerization and Self-Assembly of Artificial, Ribose-Based Amphiphiles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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Authors and funding
7 authors at 1 institution in 1 country.
Funding
Abstract
The aqueous self-assembly of amphiphiles into aggregates such as micelles and vesicles has been widely investigated over the past decades with applications ranging from materials science to drug delivery. The combination of characteristic properties of nucleic acids and amphiphiles is of substantial interest to mimic biological self-organization and compartmentalization. Herein, we present ribose- and ribonucleotide-based amphiphiles and investigate their self-assembly as well as their fundamental reactivity. We found that various types of aggregates are formed, ranging in size from nanometers to micrometers and all amphiphiles exhibit aggregation-induced emission (AIE) in solution as well as in the solid state. We also observed that the addition of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) leads to rapid and selective dimerization of the amphiphiles into pyrophosphates, which decreases the critical aggregation concentration (CAC) by a factor of 25 when compared to the monomers. Since the propensity for amphiphile dimerization is correlated with their tendency to self-assemble, our results may be relevant for the formation of rudimentary compartments under prebiotic conditions.
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Registered trials
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