Predicting the packing parameter for lipids in monolayers with the use of molecular dynamics
Source abstract
Abstract
Lipid molecules form the backbone of biological membranes. Due to their amphiphilic structure, they can self-organize in a plethora of different structures when in contact with water. The type of self-assembled structure and its curvature depend on so-called shape factor or critical packing parameter, CPP, that can be derived knowing the molecular volume of a lipid (V), optimal surface area (a0) and critical chain length (lc) (see Intermolecular and Surface Forces by Jacob N. Israelachvili, Third Edition, 2011). The value of CPP allows not only to predict the type of self-assembled structure but also is a key factor for molecular interactions, which play a great role both in physiological and pathological conditions. The greatest difficulties arise when calculating the a0 parameter, and although for some typical membrane lipids these values have been determined, there are a number of derivatives for which this parameter, and thus CPP, are unknown. The value of CPP allows not only to predict the type of self-assembled structure but also is a key factor for molecular interactions, which play a great role both in physiological and pathological conditions. So far, the determination of the packing parameter required the use of theoretical models with assumptions deviating from the physical conditions. Here we report a method based on molecular dynamics, which was applied to simulate lipid membranes consisting of cholesterol, oxysterols, sphingolipids, phosphatidylcholines, and phosphatidylethanolamines. For lipid molecules for which CPPs have already been determined, high compliance has been demonstrated. This proves that the method presented herein can be successfully used to determine packing parameters for other membrane lipids and amphiphilic molecules.
Source: europepmc · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Lipid Membrane Structure and Behavior · Sphingolipid Metabolism and Signaling · Spectroscopy and Quantum Chemical Studies
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (54)
Show source-provided references
1. Soft and biological structures
2. Theory of self-assembly of lipid bilayers and vesicles10.1016/0005-2736(77)90099-2 ↗
3. A model for the chains in amphiphilic aggregates. 1. Comparison with a molecular dynamics simulation of a bilayer10.1021/j100247a032 ↗
4. Theory of self-assembly of hydrocarbon amphiphiles into micelles and bilayers
5. Physical principles of membrane organization10.1017/S0033583500001645 ↗
6. Micelle shape and size10.1021/j100665a018 ↗
7. Phase equilibria and structure of dry and hydrated egg lecithin10.1016/S0022-2275(20)38874-X ↗
8. Structure des phases liquide-cristallines de différents phospholipides, monoglycérides, sphingolipides, anhydres ou en présence d′eau10.1016/0022-2836(67)90192-1 ↗
9. X-ray diffraction study of the effect of the detergent octyl glucoside on the structure of lamellar and nonlamellar lipid/water phases of use for membrane protein reconstitution10.1021/la9902338 ↗
10. The intrinsic structural asymmetry of highly curved phospholipid bilayer membranes10.1016/0005-2736(77)90097-9 ↗
11. Lipid packing and transbilayer asymmetries of mixed lipid vesicles10.1016/0005-2736(79)90375-4 ↗
12. Structure of aqueous mixtures of lecithin and cholesterol10.1016/0022-2836(69)90208-3 ↗
13. Molecular associations between lipids. II. Lecithin and cholesterol
14. A model for the packing of lipids in bilayer membranes10.1016/0005-2736(75)90381-8 ↗
15. Complementary molecular shapes and additivity of the packing parameter of lipids10.1073/pnas.88.2.444 ↗
16. The impact of sterol structure on the interactions with sphingomyelin in mixed Langmuir monolayers10.1021/jp803193s ↗
17. The influence of an antitumor lipid – erucylphosphocholine – on artificial lipid raft system modeled as Langmuir monolayer10.3109/09687688.2015.1125537 ↗
18. Combination of antitumor ether lipid with lipids of complementary molecular shape reduces its hemolytic activity10.1016/S0005-2736(97)00043-6 ↗
19. The study on the interaction between phytosterols and phospholipids in model membranes10.1016/j.chemphyslip.2007.06.211 ↗
20. Membrane restructuring events during the enzymatic generation of ceramides with very long-chain polyunsaturated fatty acids10.1021/acs.langmuir.7b04374 ↗
21. Miltefosine inhibits the membrane remodeling caused by phospholipase action by changing membrane physical properties10.1016/j.bbamem.2020.183407 ↗
22. End-products diacylglycerol and ceramide modulate membrane fusion induced by a phospholipase C/sphingomyelinase from Pseudomonas aeruginosa10.1016/j.bbamem.2009.10.017 ↗
23. Membrane curvature allosterically regulates the phosphatidylinositol cycle, controlling its rate and acyl-chain composition of its lipid intermediates10.1074/jbc.RA118.005293 ↗
24. Testing the hypothesis that amphiphilic antineoplastic lipid analogues act through reduction of membrane curvature elastic stress10.1098/rsif.2008.0041 ↗
25. Hexadecylphosphocholine, a new ether lipid analogue studies on the antineoplastic activity in vitro and in vivo10.3109/02841868909111249 ↗
26. Investigation into the immunological effects of miltefosine, a new anticancer agent under development10.1007/BF01612758 ↗
27. Miltefosine: a review of its pharmacology and therapeutic efficacy in the treatment of leishmaniasis10.1093/jac/dks275 ↗
28. Hexadecylphosphocholine: oral treatment of visceral leishmaniasis in mice10.1128/AAC.36.8.1630 ↗
29. Novel membrane-interactive ether lipid analogs that inhibit infectious hiv-1 production and induce defective virus formation10.1089/aid.1990.6.491 ↗
30. Reviewing the effects of miltefosine and suggesting it for the treatment of coronavirus disease (COVID-19)
31. Jensen · 2017
32. D.A. Case, D.S. Cerutti, T.E.I. Cheatham, T.A. Darden, R.E. Duke, T.J. Giese, H. Gohlke, A.W. Goetz, D. Greene, N. Homeyer, S. Izadi, A. Kovalenko, T.S. Lee, S. LeGrand, P. Li, C. Lin, J. Liu, T. Luchko, R. Luo, D. Mermelstein, K.M. Merz, G. Monard, H. Nguyen, I. Omelyan, A. Onufriev, F. Pan, R. Qi, D.R. Roe, A. Roitberg, C. Sagui, C.L. Simmerling, W.M. Botello-Smith, J. Swails, R.C. Walker, J. Wang, R.M. Wolf, X. Wu, L. Xiao, D.M. York, P.A. Kollman, Amber20, (2021). 〈ambermd.org〉.
33. PACKMOL: a package for building initial configurations for molecular dynamics simulations10.1002/jcc.21224 ↗
34. I.R. Gould, A.A. Skjevik, C.J. Dickson, B.D. Madej, R.C. Walker, Lipid17: A Comprehensive AMBER Force Field for the Simulation of Zwitterionic and Anionic Lipids, In Prep. (n.d.).
35. D.J. Frisch, M.J. Trucks, G.W. Schlegel, H.B. Scuseria, G.E. Robb, M.A. Cheeseman, J.R. Scalmani, G. Barone, V. Petersson, G.A. Nakatsuji, H. Li, X. Caricato, M. Marenich, A.V. Bloino, J. Janesko, B.G. Gomperts, R. Mennucci, B. Hratch, Gaussian 16, Revision B.01, 2016.
36. Comparison of simple potential functions for simulating liquid water10.1063/1.445869 ↗
37. VMD: visual molecular dynamics10.1016/0263-7855(96)00018-5 ↗
38. NIH Image to ImageJ: 25 years of image analysis10.1038/nmeth.2089 ↗
39. Volarea - a bioinformatics tool to calculate the surface area and the volume of molecular systems10.1111/cbdd.12197 ↗
40. PTRAJ and CPPTRAJ: software for processing and analysis of molecular dynamics trajectory data10.1021/ct400341p ↗
41. Geometric and thermodynamic restrictions for the self-assembly of glycosphingolipid-phospholipid systems10.1016/0005-2736(85)90295-0 ↗
42. Preferred conformation and molecular packing of phosphatidylethanolamine and phosphatidylcholine
43. Hydratation of DPPC monolayers at the air/water interface and its modulation by the nonionic surfactant C12E4: a neutron reflectivity study
44. Headgroup organization and hydration of methylated phosphatidylethanolamines in langmuir monolayers10.1039/B410863A ↗
45. Chain dependence in phospholipid interactions: a thermodynamic study of mixed monolayers10.1007/s003960050234 ↗
46. Cholesterol oxidation products and their biological importance10.1016/j.chemphyslip.2016.03.001 ↗
47. Oxysterols as biomarkers in neurodegenerative diseases10.1016/j.chemphyslip.2011.04.002 ↗
48. How the replacement of cholesterol by 25-hydroxycholesterol affects the interactions with sphingolipids: the Langmuir monolayer study complemented with theoretical calculations10.1098/rsif.2021.0050 ↗
49. Oxysterols versus cholesterol in model neuronal membrane. I. the case of 7-ketocholesterol. the langmuir monolayer study10.1007/s00232-017-9984-8 ↗
50. Surface interactions determined by stereostructure on the example of 7-hydroxycholesterol epimers – the Langmuir monolayer study10.1016/j.bbamem.2019.05.005 ↗
51. 25-hydroxycholesterol interacts differently with lipids of the inner and outer membrane leaflet – the Langmuir monolayer study complemented with theoretical calculations10.1016/j.jsbmb.2021.105909 ↗
52. Mixed monolayers of amphotericin B−dipalmitoyl phosphatidyl choline: study of complex formation10.1021/la011378t ↗
53. Interactions between an anticancer drug - edelfosine - and cholesterol in Langmuir monolayers10.1016/j.tsf.2007.11.054 ↗
54. Thermodynamic description of the interactions between lipids in ternary langmuir monolayers: the study of cholesterol distribution in membranes10.1021/jp066950+ ↗