Phosphatidylcholine-fatty Alcohols Equilibria in Monolayers at the Air/Water Interface

The Journal of Membrane Biology - Tập 248 - Trang 767-773 - 2015
Agnieszka Serafin1, Zbigniew Artur Figaszewski1,2, Aneta Dorota Petelska1
1Institute of Chemistry, University of Bialystok, Bialystok, Poland
2Laboratory of Electrochemical Power Sources, Faculty of Chemistry, University of Warsaw, Warsaw, Poland

Tóm tắt

Monolayers of phosphatidylcholine (PC), tetradecanol (TD), hexadecanol (HD), octadecanol (OD) and eicosanol (E) and their binary mixtures were investigated at the air/water interface. The surface tension values of pure and mixed monolayers were used to calculate π–A isotherms. The surface tension measurements were carried out at 22 °C using a Teflon trough and a Nima 9000 tensiometer. The interactions between phosphatidylcholine and fatty alcohols (tetradecanol, hexadecanol, octadecanol, eicosanol) result in significant deviations from the additivity rule. An equilibrium theory to describe the behavior of monolayer components at the air/water interface was developed in order to obtain the stability constants, Gibbs free energy values and areas occupied by one molecules of PC–TD, PC–HD, PC–OD and PC–E complexes. We considered the equilibrium between the individual components and the complex and established that phosphatidylcholine and fatty alcohols formed highly stable 1:1 complexes.

Tài liệu tham khảo

Birdi KS (1989) Lipid and biopolymer monolayers at liquid interfaces. Plenum Press, New York Boggs JM, Rangaraj G, Koshy KM (1986) Effect of hydrogen-bonding and non-hydrogen-bonding long chain compounds on the phase transitin temperatures of phospholipids. Chem Phys Lipids 40:23–34 Bordi F, De Luca F, Cametti C, Naglieri A, Misami R, Sorice M (1999) Interactions of mono- and di-sialogangliosides with phospholipids in mixed monolayers at air-water interface. Colloids Surf B 13:135–142 Brzozowska I, Figaszewski ZA (2002) Interfacial tension of phosphatidylcholine-cholesterol system in monolayers at the air/water interface. Biophys Chem 95:173–179 Capuzzi G, Kulkarni K, Fernandez JE, Vincieri FF, Lo Nostro P (1997) Mixtures of ascorbyl-stearate and vitamin D3: a monolayer study at the gas/water interface. J Colloid Int Sci 186:271–279 Chen KB, Chang CH, Yang YM, Maa JR (2000) On the interaction of dipalmitoyl phosphatidylcholine with normal long-chain alcohols in a mixed monolayers: a thermodynamic study. Colloids Surf A 170:199–208 Chen KB, Chang CH, Yang YM, Maa JR (2003) Monolayer collapse behavior of dipalmitoyl phosphatidylcholine with normal long-chain alcohols at the air/water interface. Colloids Surf A 216:45–53 Chou TH, Chang CH (2000) Thermodynamic behavior and relaxation processes of mixed DPPC/cholesterol monolayers at the air/water interface. Colloids Surf B 17:71–79 Clements JA (1982) United States Patent, Patent number: 4312860 Clements JA (1989) US Patent 4826821 Crisp DJ (1949) Surface chemistry. Butterworth, London Durand DJ, Clyman RI, Heymann MA, Clements JA, Maura F, Kitterman J, Ballad P (1985) Effects of a protein-free, synthetic surfactant on survival and pulmonary function in preterm lambs. J Pediatr 107:775–780 Gzyl B, Paluch M (2001) Properties of insoluble mixed monolayers of lipids of the water/air interface. Progr Colloid Polym Sci 118:22–26 Gzyl B, Paluch M (2004) Monolayers of lipids at the water-air interface. Progr Colloid Polym Sci 126:60–63 Huang Z, Seddon JM, Templer RH (1996) An inverse micellar Fd3 m cubic phase formed by hydrated phosphatidylcholine/fatty alcohol mixtures. Chem Phys Lipids 82:53–61 Inczedy J (1976) Analytical applications of complex equilibria. Akademia Kiado, Budapest Jain MK (1972) The biomolecular lipid membrane. Van Nostrand Reinhold Company, New York Joos P, Demel RA (1969) The interaction energies of cholesterol and lecithin in spread mixed monolayer at the air-water interface. Biochim Biophys Acta 183:447–457 Kurtz RE, Lange A, Fuller GG (2006) Interfacial rheology and structure straight-chain and branched fatty alcohol mixtures. Langmuir 22:5321–5327 Kurtz RE, Toney MF, Pople JA, Lin B, Meron M, Majewski J, Lange A, Fuller GG (2008) Langmuir monolayer of straight-chain and branched hexadecanol and eicosanol mixtures. Langmuir 24:14005–14014 Langmuir I (1917) The constitution and fundamental properties of solids and liquids. II. Liquids. J Am Chem Soc 39:1848–1906 Li WT, Yang YM, Chang CH (2008) Stability enhancement effect of normal long-chain alcohols on ion pair amphiphile monolayers at the air/water interface. J Colloid Interface Sci 327:426–432 Petelska AD, Figaszewski ZA (2009) The equilibria of phosphatidylethanolamine-cholesterol and phosphatidylcholine-phosphatidylethanolamine in monolayers at the air/water interface. J Macromol Sci A 46:607–614 Petelska AD, Figaszewski ZA (2011) The equilibria of phosphatidylcholine–fatty acid and phosphatidylcholine–amine in monolayers at the air/water interface. Colloids Surf B 82:340–344 Petelska AD, Figaszewski ZA (2013) The equilibria of sphingolipid-cholesterol and sphingolipid-sphingolipid in monolayers at the air/water interface. J Membr Biol 246:13–19 Petelska AD, Naumowicz M, Figaszewski ZA (2008) The equilibrium of phosphatidylcholine-sphingomyelin in a monolayer at the air/water interface. Pol J Chem 82:2323–2330 Petelska AD, Naumowicz M, Figaszewski ZA (2011) The equilibrium of phosphatidylcholine-amino acid system in monolayer at the air/water interface. Cell Biochem Biophys 60:155–160 Petelska AD, Naumowicz M, Figaszewski ZA (2012) The influence of pH on sphingomyelin monolayer at the air/aqueous solution interface. Langmuir 28:13331–13335 Petelska AD, Naumowicz M, Figaszewski ZA (2013) The influence of pH on phosphatidylethanolamine monolayer at the air/aqueous solution interface. Cell Biochem Biophys 65:229–235 Singleton WS, Gray MS, Brown ML, White JL (1965) Chromatographically homogenous lecithin from egg phospholipids. J Am Oil Chem Soc 42:53–56 Smondyrev AM, Berkowitz ML (1998) United atom force field for phospholipid membranes: constant pressure molecular dynamic simulation of dipalmityoylphosphatidylcholine/water system. J Comput Chem 20:531–545 Sovago M, Wurpel GWH, Smits M, Müller M, Bonn M (2007) Calcium-induced phospholipid ordering depends on surface pressure. J Am Chem Soc 129:11079–11084 Tien HT, Ottova-Leitmannova A (2003) Planar lipid bilayers (BLM’s) and their applications. Elsevier Science, Amsterdam