ArticleThe Journal of organic chemistry2019
Controlling the Kinetics of Self-Reproducing Micelles by Catalyst Compartmentalization in a Biphasic System.
Article in The Journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
What it found
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Who cites it
9 citing papers in PubMed.
- Dispiroindolinone-Glutarimide Conjugates: Synthesis and Evaluation as Potential Hetero-PROTACs for p53 Reactivation.Molecules (Basel, Switzerland) · 2026Article
- Micellar "Click" Nanoreactors: Spiking Pluronic-Based Micelles with Polymeric Ligands.Macromolecules · 2024Article
- From autocatalysis to survival of the fittest in self-reproducing lipid systems.Nature reviews. Chemistry · 2023Review
- An Approach to the De Novo Synthesis of Life.Accounts of chemical research · 2022Article
- Self-reproducing catalytic micelles as nanoscopic protocell precursors.Nature reviews. Chemistry · 2021Review
- Synthesis of lipid membranes for artificial cells.Nature reviews. Chemistry · 2021Review
- Proliferating coacervate droplets as the missing link between chemistry and biology in the origins of life.Nature communications · 2021Article
- Coupled Metabolic Cycles Allow Out-of-Equilibrium Autopoietic Vesicle Replication.Angewandte Chemie (International ed. in English) · 2020Article
- Dissipative self-assembly, competition and inhibition in a self-reproducing protocell model.Chemical science · 2020Article
Corrections and comments
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Authors and funding
2 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Compartmentalization of reactions is ubiquitous in biochemistry. Self-reproducing lipids are widely studied as chemical models of compartmentalized biological systems. Here, we explore the effect of catalyst location on copper-catalyzed azide-alkyne cycloadditions which drive the self-reproduction of micelles from phase-separated components. Tuning the hydrophilicity of the copper-ligand complex, so that hydro-phobic or -philic catalysts are used in combination with hydro-philic and -phobic coupling partners, provides a wide range of reactivity patterns. Analysis of the kinetic data shows that reactions with a hydrophobic catalyst are faster than with a hydrophilic catalyst. Diffusion-ordered spectroscopy experiments suggest compartmentalization of the hydrophobic catalyst inside micelles while the hydrophilic catalyst remains in the bulk aqueous phase. The autocatalytic effects observed can be tuned by varying reactant structure and coupling a hydrophilic alkyne and hydrophobic azide results in a more pronounced autocatalytic effect. We propose and test a model that rationalizes the observations in terms of the phase behavior of the reaction components and catalysts.
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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.