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Originally published In Press as doi:10.1194/jlr.M400406-JLR200 on December 16, 2004

Papers In Press, published online ahead of print March 1, 2005
J. Lipid Res., doi:10.1194/jlr.M400406-JLR200
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Journal of Lipid Research, Vol. 46, 535-546, March 2005
Copyright © 2005 by American Society for Biochemistry and Molecular Biology

Interaction of long-chain nicotinates with dipalmitoylphosphatidylcholine

Hans-Joachim Lehmler1,*, Azarih Fortis-Santiago*, Dhananjaya Nauduri* and Paul M. Bummer{dagger}

* Department of Occupational and Environmental Health, University of Iowa, Iowa City, IA 52242
{dagger} College of Pharmacy, University of Kentucky, Lexington, KY 40536

1 To whom correspondence should be addressed. e-mail: hans-joachim-lehmler{at}uiowa.edu

The interaction of four long-chain nicotinates, compounds that are of interest as potential chemopreventive agents, with dipalmitoylphosphatidylcholine (DPPC) was investigated in monolayers at the air-water interface and in fully hydrated bilayers. For the monolayer studies, the compression isotherms of mixtures of the respective nicotinate with DPPC were recorded at various compositions on a hydrochloric acid subphase (pH 1.9–2.1, 37 ± 2°C). The headgroup of the nicotinates (24–29 Å2/molecule) is larger than that of the hydrophobic tail (20 Å2/molecule). The pure nicotinates exhibit a temperature- and chain length-dependent transition from an expanded to a condensed phase. Analysis of the concentration dependence of the average molecular area at constant film pressure and the concentration dependence of the breakpoint of the phase transition from the expanded to the condensed state suggests that all four DPPC-nicotinate mixtures are partially miscible at the air-water interface. Although a complex phase behavior with several phase transitions was observed, differential scanning calorimetry studies of the four mixtures are also indicative of the partial miscibility of DPPC and the respective nicotinate.

Overall, the complex phase behavior most likely results from the head-tail mismatch of the nicotinates and the geometric packing constraints in the two-component lipid bilayer.

Supplementary key words differential scanning calorimetry • Langmuir monolayer • liposomes • lipid phase transition • head-tail mismatch


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H.-J. Lehmler and P. M. Bummer
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[Abstract] [Full Text] [PDF]


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