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Synthesis and Langmuir Film Formation of N-(e-Maleimidocaproyl)(dilinoleoylphosphatidyl)ethanolamine

Year: 1998

Journal: Langmuir 1998, 14, 1272-1277, 20111221

Authors: Tapani Viitala, Willem M. Albers, Inger Vikholm, and Jouko Peltonen

Organizations: Department of Physical Chemistry, Åbo Akademi University, Porthansgatan 3-5, 20500 Turku, Finland, and Technical Research Centre of Finland, Chemical Technology, P. O. Box 14021, FIN-33101 Tampere, Finland

N-(ε-Maleimidocaproyl)(dilinoleoylphosphatidyl)ethanolamine (DLiPE-EMC) has been synthesized, representing a new polymerizable lipid with a linking group for covalent attachment of proteins for immunosensor applications. The linker lipid could be prepared by performing both the synthesis and separation steps under argon and avoiding heating. The product was characterized by 600 MHz 1H NMR, mass, and UV-vis spectrometry. Monomolecular films were successfully prepared on a Langmuir trough, and the characteristic surface pressure-area curves were measured on different subphases. Acondensation of the monolayer could be achieved by introducing a micromolar concentration of uranyl ions in the subphase. Surface pressure-area isotherms of pure and mixed DLiPE/DLiPE-EMC monolayers were also measured. UVirradiation experiments were performed to demonstrate the polymerizability of the mixed monolayers.