ArticleBiophysical journal2003
Hydrogen-bonding propensities of sphingomyelin in solution and in a bilayer assembly: a molecular dynamics study.
Article in Biophysical journal, 2003. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 43 papers.
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Who cites it
43 citing papers in PubMed.
- An update on schistosomicide and tumoricide in the future: arachidonic acid.Lipids in health and disease · 2025Review
- Probing Rigidity and Fluidity in the Interfacial Region of Lipid Bilayers with a Novel IR Probe.The journal of physical chemistry. B · 2025Article
- Sphingomyelin slows interfacial hydrogen-bonding dynamics in lipid membranes.Biophysical journal · 2025Article
- Engineered Lipidic Nanomaterials Inspired by Sphingomyelin Metabolism for Cancer Therapy.Molecules (Basel, Switzerland) · 2023Review
- Structural diversity of photoswitchable sphingolipids for optodynamic control of lipid microdomains.Biophysical journal · 2023Article
- Mechanisms of Arachidonic Acid In Vitro Tumoricidal Impact.Molecules (Basel, Switzerland) · 2023Article
- Intact polar lipidome and membrane adaptations of microbial communities inhabiting serpentinite-hosted fluids.Frontiers in microbiology · 2023Article
- Influence of the Lipid Backbone on Electrochemical Phase Behavior.Langmuir : the ACS journal of surfaces and colloids · 2022Article
- Using molecular simulation to understand the skin barrier.Progress in lipid research · 2022Review
- Cell surface sphingomyelin: key role in cancer initiation, progression, and immune evasion.Lipids in health and disease · 2021Review
- Dynamic "Molecular Portraits" of Biomembranes Drawn by Their Lateral Nanoscale Inhomogeneities.International journal of molecular sciences · 2021Review
- Lipid interactions of an actinoporin pore-forming oligomer.Biophysical journal · 2021Article
- Impact of Glycans on Lipid Membrane Dynamics at the Nanoscale Unveiled by Planar Plasmonic Nanogap Antennas and Atomic Force Spectroscopy.The journal of physical chemistry letters · 2021Article
- Alcohol functionality in the fatty acid backbone of sphingomyelin guides the inhibition of blood coagulation.RSC advances · 2021Article
- Building Blocks to Design Liposomal Delivery Systems.International journal of molecular sciences · 2020Review
- Lipid rafts and neurodegeneration: structural and functional roles in physiologic aging and neurodegenerative diseases.Journal of lipid research · 2020Review
- Sphingomyelins Prevent Propagation of Lipid Peroxidation-LC-MS/MS Evaluation of Inhibition Mechanisms.Molecules (Basel, Switzerland) · 2020Article
- Design of Hydrated Porphyrin-Phospholipid Bilayers with Enhanced Magnetic Resonance Contrast.Small (Weinheim an der Bergstrasse, Germany) · 2017Article
- Heat Stress Dictates Microbial Lipid Composition along a Thermal Gradient in Marine Sediments.Frontiers in microbiology · 2017Article
- Detection of Sphingomyelin Clusters by Raman Spectroscopy.Biophysical journal · 2016Article
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Sphingomyelin is enriched within lipid microdomains of the cell membrane termed lipid rafts. These microdomains play a part in regulating a variety of cellular events. Computer simulations of the hydrogen-bonding properties of sphingolipids, believed to be central to the organization of these domains, can delineate the possible molecular interactions that underlie this lipid structure. We have therefore used molecular dynamics simulations to unravel the hydrogen-bonding behavior of palmitoylsphingomyelin (PSM). A series of eight simulations of 3 ns each of a single PSM molecule in water showed that the sphingosine OH and NH groups can form hydrogen bonds with the phosphate oxygens of their own polar head, in agreement with NMR data. Simulations of PSM in a bilayer assembly were carried out for 8 ns with three different force field parameterizations. The major physico-chemical parameters of the simulated bilayer agree with those established experimentally. The sphingosine OH group was mainly involved in intramolecular hydrogen bonds, in contrast to the almost exclusive intermolecular hydrogen bonds formed by the amide NH moiety. During the bilayer simulations the intermolecular hydrogen bonds among lipids formed a dynamic network characterized by the presence of hydrogen-bonded lipid clusters of up to nine PSM molecules.
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