An anionic dicarboxylate is able to template the formation of geometrically disfavoured macrocycles from a dynamic covalent mixture of open chain oligoimines.
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Dynamic self-assembled meso-structures formed across a wide concentration range in aqueous solutions of propranolol hydrochloride.
J Colloid Interface Sci
December 2024
School of Health Sciences, Stopford Building, The University of Manchester, Oxford Road, Manchester M13 9PT, UK.
Hypothesis: Nanoscale characterisation of the self-associated species formed by amphiphilic pharmaceuticals in aqueous solution carries relevance across their entire journey from development through to manufacture - relevant, therefore, not only as regards formulation of the drug products as medicines, but also potentially relevant to their bioavailability, activity, and clinical side effects. Such knowledge and understanding, however, can only be fully secured by applying a range of experimental and theoretical methodologies.
Experiments: Herein, we apply a synergistic combination of solubility, surface tension, SANS, NMR and UV spectroscopic studies, together with MD simulation and QM calculations, to investigate the meso-structures of propranolol hydrochloride aggregates in bulk aqueous solutions, at concentrations spanning 2.
Key structural features to favour imines over hydrates in water: pyridoxal phosphate as a muse.
Chem Sci
July 2024
Laboratoire de Chimie Supramoléculaire, Institut de Science et d'Ingénierie Supramoléculaires (ISIS), Université de Strasbourg 8 allée Gaspard Monge Strasbourg 67000 France
Imination reactions in water represent a challenge not only because of the high propensity of imines to be hydrolysed but also as a result of the competing hydrate formation through HO addition to the aldehyde. In the present work we report a successful approach that allows for favouring imitation reactions while silencing hydrate formation. Such remarkable reactivity and selectivity can be attained by fine-tuning the electronic and steric structural features of the -substituents of the carbonyl groups.
View Article and Find Full Text PDFSynthetic techniques for thermodynamically disfavoured substituted six-membered rings.
Nat Rev Chem
July 2024
The Institute for Advanced Studies, Wuhan University, Wuhan, Hubei Province, China.
Six-membered rings are ubiquitous structural motifs in bioactive compounds and multifunctional materials. Notably, their thermodynamically disfavoured isomers, like disubstituted cyclohexanes featuring one substituent in an equatorial position and the other in an axial position, often exhibit enhanced physical and biological activities in comparison with their opposite isomers. However, the synthesis of thermodynamically disfavoured isomers is, by its nature, challenging, with only a limited number of possible approaches.
View Article and Find Full Text PDFThe collapse of cooperation during range expansion of Pseudomonas aeruginosa.
Nat Microbiol
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Department of Biomedical Engineering, Duke University, Durham, NC, USA.
Cooperation is commonly believed to be favourable in spatially structured environments, as these systems promote genetic relatedness that reduces the likelihood of exploitation by cheaters. Here we show that a Pseudomonas aeruginosa population that exhibited cooperative swarming was invaded by cheaters when subjected to experimental evolution through cycles of range expansion on solid media, but not in well-mixed liquid cultures. Our results suggest that cooperation is disfavoured in a more structured environment, which is the opposite of the prevailing view.
View Article and Find Full Text PDFAn orally available Ca2.2 calcium channel inhibitor for the treatment of neuropathic pain.
Br J Pharmacol
June 2024
Institute of Biological Information Processing 7, Structural Biochemistry, Forschungszentrum Jülich GmbH, Jülich, Germany.
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