Miscibility behavior of sphingomyelin with phytosterol derivatives by a Langmuir monolayer approach

Seiichi Sakamoto, Hiromichi Nakahara, Osamu Shibata

Research output: Contribution to journalArticle

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Abstract

The miscibility behavior of palmitoyl sphingomyelin (PSM) with phytosterol derivatives of β-sitosterol (SITO), β-sitosteryl glucoside (SG), and β -sitosteryl glucoside palmitate (SGP) was systematically investigated using Langmuir monolayers. The surface pressure (π)-molecular area (A) and surface potential (ΔV)-A isotherms for binary PSM/SITO, PSM/SG, and PSM/SGP systems on 0.02 M Tris buffer with 0.13 M NaCl (pH 7.4) were measured as a function of the molar fraction of PSM (XPSM). The surface potentials (ΔV) of the pure components were analyzed using the three-layer model proposed by Demchak and Fort [J. Colloid Interface Sci. 46 (1974) 191-203]. The contributions of the hydrophilic D-glucose moiety, hydrophobic palmitoyl group, and sphingomyelin group to the vertical component of the dipole moment (μ) were evaluated. The thermodynamic quantities, based on the π-A isotherms, revealed that PSM interacts attractively with all three phytosterol derivatives in the following order: SITO > SGP > SG. In addition, the two-dimensional phase diagram constructed based on the phase transition pressure (πeq), from a liquid-expanded to liquid-condensed state, and collapse (πc) pressure shows that the twocomponent systems are all miscible with each other. The manner of miscibility between PSM/SG and PSM/ SGP systems is found to be opposite in the large XPSM region. The interaction between the same molecules (PSM-PSM or SG-SG) is stronger than that of the different molecules (PSM-SG) in the PSM/SG system, and vice versa in the PSM/SGP system. These results suggest that the incorporation of a D-glucose and palmitoyl group to a SITO molecule dramatically changes the miscibility behavior with PSM. Observations using fluorescence microscopy imaging also provide insights into miscibility behavior in the monolayer state.

Original languageEnglish
Pages (from-to)809-824
Number of pages16
JournalJournal of oleo science
Volume62
Issue number10
DOIs
Publication statusPublished - Oct 10 2013
Externally publishedYes

Fingerprint

Phytosterols
Sphingomyelins
Glucosides
Monolayers
Solubility
Derivatives
Palmitates
Surface potential
Pressure
Molecules
Glucose
Isotherms
Tromethamine
Fluorescence microscopy
Optical Imaging
Phase Transition
Dipole moment
Liquids
Colloids
Thermodynamics

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Miscibility behavior of sphingomyelin with phytosterol derivatives by a Langmuir monolayer approach. / Sakamoto, Seiichi; Nakahara, Hiromichi; Shibata, Osamu.

In: Journal of oleo science, Vol. 62, No. 10, 10.10.2013, p. 809-824.

Research output: Contribution to journalArticle

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