Tetra-azobenzene extended calix[4]pyrroles: influence of photo-isomerization on chloride binding and its transport through liposomal membranes
In this work, we report the synthesis of three tetra-azobenzene extended calix[4]pyrroles and describe their photo-isomerization behavior in dichloromethane monitored by UV-Vis and NMR spectroscopies. We study and compare the binding properties of the receptors in their all-trans form and their corr...
| Autores: | , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2024 |
| País: | España |
| Institución: | Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya) |
| Repositorio: | Recercat. Dipósit de la Recerca de Catalunya |
| OAI Identifier: | oai:recercat.cat:2072/537500 |
| Acceso en línea: | http://hdl.handle.net/2072/537500 https://doi.org/10.1039/D4QO00399C |
| Access Level: | acceso abierto |
| Palabra clave: | Química 54 |
| Sumario: | In this work, we report the synthesis of three tetra-azobenzene extended calix[4]pyrroles and describe their photo-isomerization behavior in dichloromethane monitored by UV-Vis and NMR spectroscopies. We study and compare the binding properties of the receptors in their all-trans form and their corresponding photo-stationary state (PSS) cis-enriched mixtures with methyl trioctylammonium chloride (MTOA·Cl) in dichloromethane. Using 1H NMR spectroscopy we probe that all the receptors form 1 : 1 : 1 ion-paired complexes with MTOA·Cl featuring a receptor separated geometry. Moreover, isothermal titration calorimetry (ITC) experiments enabled the accurate determination of the binding constants. Finally, we assess the chloride transport activity of the receptors by pre-inserting them in large unilamellar vesicles. We compare the results derived from the transport experiments with those of the binding studies in solution. |
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