1. Oligo(p-phenylenevi nylene)—Peptide Conjugates: Synthesis and Self-Assembly in Solution and at the Solid#x2014;Liquid Interface.
- Author
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Matmour, Rachid, De Cat, Inge, George, Subi J., Adriaens, Wencke, LecIère, Philippe, Bomans, Paul H. H., Sommerdijk, Nico A. J. M., Gielen, Jeroen C., Christianen, Peter C. M., Heldens, Jeroen T., van Hest, Jan C. M., Löwik, Dennis W. P. M., De Feyter, Steven, Meijer, E. W., and Schenning, Albertus P. H. J.
- Subjects
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PEPTIDES , *SCANNING tunneling microscopy , *TRANSMISSION electron microscopy , *ATOMIC force microscopy , *LIGHT scattering , *AMINO acid sequence - Abstract
Two oligo(p-phenylenevinylene)-peptide hybrid amphiphiles have been synthesized using solid- and liquid-phase strategies. The amphiliphiles are composed of a π-conjugated oligo(p-phenylenevinylene) trimer (OPV) which is coupled at either a glycinyl-alanyl-glycinyl-alanyl-glycine (GAGAG) silk-inspired β-sheet or a glycinyl-alanyl-asparagyl-prolyl-asparagy-alanyl-alanyl-glycine (GANPNAAG) β-turn forming oligopeptide sequence. The solid-phase strategy enables one to use longer peptides if strong acidic conditions are avoided, whereas the solution-phase coupling gives better yields. The study of the two-dimensional (2D) self-assembly of OPV-GAGAG by scanning tunneling microscopy (STM) at the submolecular level demonstrated the formation of bilayers in which the molecules are lying antiparallel in a β-sheet conformation. In the case of OPV-GANPNAAG self-assembled monolayers could not be observed. Absorption, fluorescence, and circular dichroism studies showed that OPV-GAGAG and OPV-GANPNAAG are aggregated in a variety of organic solvents. In water cryogenic temperature transmission electron microscopy (cryo-TEM), atomic force microscopy (AFM), light scattering, and optical studies reveal that self-assembled nanofibers are formed in which the helical organization of the OPV segments is dictated by the peptide sequence. [ABSTRACT FROM AUTHOR]
- Published
- 2008
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