Department of Organic Chemistry, Institute of Biomolecular Chemistry, University of Padova, 35131 Padova, Italy
DSM Research, Life Sci., Adv. Synthesis/Catalysis, P.O. Box 18, 6160 MD Geleen, Netherlands
Laboratory of Crystallography, ESA 7036, Univ. Henry Poincaré-Nancy I, 54506 Vandoeuvre-lès-Nancy, France
Interuniv. Res. Ctr. Bioactive P., Inst. of Biostructure and Bioimaging, University of Naples Federico II, 80134 Naples, Italy
References: Not available.
Cα-Methyl, Cα-n-Propylglycine Homo-oligomers
A series of Nα-protected, monodispersed homo-oligopeptide esters to the octamer level from L-Cα-methyl, C α-n-propylglycine [or Cα-methylnorvaline, (αMe)Nva] has been synthesized by solution methods and fully characterized. The preferred conformation of these homo-oligomers in solution has been assessed by FT-IR absorption and 1H NMR techniques. Moreover, the molecular structures of the homotrimer and homotetramer have been determined in the crystal state by X-ray diffraction. The obtained results strongly support the view that right-handed, single or multiple, and consecutive β bends are preferentially adopted by the conformationally restricted L-(αMe)Nva homo-oligomers. In particular, 310 helices are formed by the longest homo-oligomers. It is our contention that the [(αMe)Nva]n peptides represent the best available choice among Cα-trasubstituted α-amino acid-based homo-oligomers for the construction of relatively easy to make, rigid foldamers with a well-defined screw-sense bias.
Kállay C, Dávid A, Timári S, Nagy EM, Sanna D, Garribba E, Micera G, De Bona P, Pappalardo G, Rizzarelli E, Sóvágó I * Copper(II) complexes of rat amylin fragments(569 views) Dalton T (ISSN: 1477-9234, 1477-9226, 1477-9234electronic), 2011 Oct 14; 40(38): 9711-9721. Impact Factor:3.838 ViewExport to BibTeXExport to EndNote