Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR Analysis
In this study, we synthesized a series of 3-hydroxy-4-pyridinone (3,4-HPO) chelators with varying lipophilicity by modifying the length of their alkyl chains. To investigate their interaction with lipid membranes, we employed differential scanning calorimetry (DSC) and electron paramagnetic resonanc...
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MDPI AG
2024-12-01
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| Online Access: | https://www.mdpi.com/1420-3049/29/24/5905 |
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| author | Luísa M. P. F. Amaral Tânia Moniz Maria Rangel |
| author_facet | Luísa M. P. F. Amaral Tânia Moniz Maria Rangel |
| author_sort | Luísa M. P. F. Amaral |
| collection | DOAJ |
| description | In this study, we synthesized a series of 3-hydroxy-4-pyridinone (3,4-HPO) chelators with varying lipophilicity by modifying the length of their alkyl chains. To investigate their interaction with lipid membranes, we employed differential scanning calorimetry (DSC) and electron paramagnetic resonance (EPR) spectroscopy using dimyristoylphosphatidylcholine (DMPC) and palmitoyloleoylphosphatidylcholine (POPC) liposomes as membrane model systems. DSC experiments on DMPC liposomes revealed that hexyl-substituted chelators significantly altered the thermotropic phase behavior of the lipid bilayer, indicating their potential as membrane property modulators. EPR studies on DMPC and POPC liposomes provided detailed insights into the depth-dependent effects of chelators on membrane fluidity. Our findings highlight the crucial role of alkyl chain length in determining the interaction of 3,4-HPO chelators with lipid membranes and offer valuable insights for the design of lipid-interacting therapeutic agents based on this scaffold. |
| format | Article |
| id | doaj-art-a39b4b643f0143419abb861ea8da9d30 |
| institution | OA Journals |
| issn | 1420-3049 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-a39b4b643f0143419abb861ea8da9d302025-08-20T02:01:20ZengMDPI AGMolecules1420-30492024-12-012924590510.3390/molecules29245905Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR AnalysisLuísa M. P. F. Amaral0Tânia Moniz1Maria Rangel2REQUIMTE, LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, R. do Campo Alegre, 4169-007 Porto, PortugalREQUIMTE, LAQV, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, R. do Campo Alegre, 4169-007 Porto, PortugalREQUIMTE, LAQV, Instituto de Ciências Biomédicas de Abel Salazar, Universidade do Porto, Rua Jorge Viterbo Ferreira, 228, 4050-313 Porto, PortugalIn this study, we synthesized a series of 3-hydroxy-4-pyridinone (3,4-HPO) chelators with varying lipophilicity by modifying the length of their alkyl chains. To investigate their interaction with lipid membranes, we employed differential scanning calorimetry (DSC) and electron paramagnetic resonance (EPR) spectroscopy using dimyristoylphosphatidylcholine (DMPC) and palmitoyloleoylphosphatidylcholine (POPC) liposomes as membrane model systems. DSC experiments on DMPC liposomes revealed that hexyl-substituted chelators significantly altered the thermotropic phase behavior of the lipid bilayer, indicating their potential as membrane property modulators. EPR studies on DMPC and POPC liposomes provided detailed insights into the depth-dependent effects of chelators on membrane fluidity. Our findings highlight the crucial role of alkyl chain length in determining the interaction of 3,4-HPO chelators with lipid membranes and offer valuable insights for the design of lipid-interacting therapeutic agents based on this scaffold.https://www.mdpi.com/1420-3049/29/24/59053-Hydroxy-4-pyridinonedifferential scanning calo-hydroxy-4-pyridinone derivatives rimetry (DSC)electron paramagnetic resonance (EPR)liposomemembrane interaction |
| spellingShingle | Luísa M. P. F. Amaral Tânia Moniz Maria Rangel Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR Analysis Molecules 3-Hydroxy-4-pyridinone differential scanning calo-hydroxy-4-pyridinone derivatives rimetry (DSC) electron paramagnetic resonance (EPR) liposome membrane interaction |
| title | Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR Analysis |
| title_full | Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR Analysis |
| title_fullStr | Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR Analysis |
| title_full_unstemmed | Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR Analysis |
| title_short | Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR Analysis |
| title_sort | exploring the interaction of 3 hydroxy 4 pyridinone chelators with liposome membrane models insights from dsc and epr analysis |
| topic | 3-Hydroxy-4-pyridinone differential scanning calo-hydroxy-4-pyridinone derivatives rimetry (DSC) electron paramagnetic resonance (EPR) liposome membrane interaction |
| url | https://www.mdpi.com/1420-3049/29/24/5905 |
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