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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Main Authors: Luísa M. P. F. Amaral, Tânia Moniz, Maria Rangel
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Molecules
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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.
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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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AT taniamoniz exploringtheinteractionof3hydroxy4pyridinonechelatorswithliposomemembranemodelsinsightsfromdscandepranalysis
AT mariarangel exploringtheinteractionof3hydroxy4pyridinonechelatorswithliposomemembranemodelsinsightsfromdscandepranalysis