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In this work, a series of novel low melting mixtures (LMM) based on cyclodextrins (CD) and levulinic acid and inspired by the deep eutectic solvents (DES), were prepared. These supramolecular mixtures are the first reported CD-based mixtures that are liquid at room temperature. Density, viscosity and rheological measurements as well as differential scanning calorimetry and thermogravimetric analysis were performed to characterize these new LMM. Nuclear magnetic resonance (NMR) spectroscopy was used to monitor their stability. Furthermore, their ability to solubilize trans-anethole (AN) and related essentials oils were evaluated by static headspace-gas chromatography (SH-GC), in comparison with water. AN was up to 1300 times more soluble in the CD-based LMM than in water. Finally, multiple headspace extraction (MHE) was used to monitor the release of AN from these LMM. After 10 extractions, 20 to 40% of AN was released from the studied LMM, while 70% was released from water. The new CD-based LMM have potential applications for solubilization and delivery of poorly soluble drugs.
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http://dx.doi.org/10.1016/j.ijpharm.2020.119443 | DOI Listing |
J Am Chem Soc
September 2025
School of Chemistry and RNA Institute, University of New South Wales, 2052 Sydney, Australia.
The diversity of noncovalent interactions makes the design space of multicomponent molecular systems highly complex. To efficiently explore supramolecular design space, data-driven strategies are needed. Here, we demonstrate a methodological framework for the targeted design of multicomponent molecular systems with noncovalent interactions using Bayesian optimization.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
September 2025
Department of Chemistry and Biochemistry, The Ohio State University, 100 West 18th Avenue, Columbus, OH, 43210, USA.
We describe the preparation, conformational dynamics, and stereoselective recognition characteristics of water-soluble pillar[6]arenes pS-2 and pR-2. These two novel and diastereomeric cavitands comprise a 2,5-bis(ethoxy)pillar[6]arene core with one of six phenylene ring conjugated to two hexaanionic dendrons. Each dendron includes an (S)-glutamic acid amidated with two tris-carboxylic Behera's amines.
View Article and Find Full Text PDFChempluschem
August 2025
Universite de Pau et Pays de l'Adour, IPREM UMR 5254, Technopole Hélioparc, 2 avenue du Président Pierre Angot, 64053, PAU CEDEX 09, France.
A methodology for assessing the association constants of a molecular host binding a C-enriched gaseous guest, that is, CO, using NMR spectroscopic titrations is described. The method relies on injecting the gaseous guest into the headspace of a gas-tight NMR tube filled with the host's solution. The fraction of the gas dissolved in the liquid solution is quantified via C NMR spectroscopy using the Electronic Reference To Access In Vivo Concentrations technique without requiring assumptions based on Henry's law.
View Article and Find Full Text PDFJ Am Chem Soc
September 2025
State Key Laboratory of Petroleum Molecular and Process Engineering, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. China.
Supramolecular synthesis, driven by reversible noncovalent interactions, offers significant potential for creating functional materials with precise architectures. However, traditional batch synthesis often leads to kinetic trapping, producing polydisperse mixtures of intermediates and products. To address this, we utilize microdroplet reactors─femtoliter-scale confined environments with high surface-to-volume ratios and controlled flow dynamics─to enable precise control over self-assembly.
View Article and Find Full Text PDFACS Macro Lett
August 2025
Laboratory of Self-Organizing Soft Matter, Department of Chemical Engineering and Chemistry and Institute for Complex Molecular Systems, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.
Control over the composition and sequence of synthetic copolymers represents one of the most challenging targets in modern polymer science, in particular, for the labor- and time-consuming preparation of copolymers bearing ionic moieties. Though so far primarily focused on the assembly of coacervate nanostructures, we leverage polymerization-induced electrostatic self-assembly (PIESA) to achieve control over the composition and sequence of neutral-ionic copolymers and create complex chain topologies from equimolar mixtures of neutral and ionic monomers in a direct, one-pot process in aqueous solution. We are making use of the selective recruitment of charged over neutral monomers on an oppositely charged template to modulate monomer reactivities during a controlled radical polymerization by creating segregated reaction environments.
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