title: Solid-Phase Synthesis of Water-Soluble Helically Folded Hybrid α-Amino Acid/Quinoline Oligoamides.
abstract: We report here a solid phase synthesis methodology that allows the incorporation of α-amino acids (X) into quinoline (Q) oligoamide foldamer sequences. Water-soluble hybrid oligoamides based on the XQ2 trimer repeat motif were shown to adopt helical conformations presenting α-amino acid side chains in a predictable linear array on one face of the helix. In contrast, sequences based on the XQ dimer motif expressed less well-defined behavior, most likely due to local conformational variability precluding long-range order. Also presented is a full structural investigation by NMR of a dodecameric XQ2-type foldamer containing four different amino acid residues (Lys, Ala, Asp, and Ser).
authors.affiliation: Université de Bordeaux, CBMN (UMR5248) , Institut Européen de Chimie et Biologie, 2 Rue Escarpit, 33600 Pessac, France.
authors.forename: Xiaobo
authors.initials: X
authors.lastname: Hu
authors.affiliation: CNRS, CBMN (UMR 5248) , Institut Européen de Chimie et Biologie, 2 Rue Escarpit, 33600 Pessac, France.
authors.forename: Simon J
authors.initials: SJ
authors.lastname: Dawson
authors.affiliation: Department of Chemistry, Faculty of Science, Ochanomizu University , 2-1-1 Otsuka, Bunkyo-ku, Tokyo 112-8610, Japan.
authors.forename: Yui
authors.initials: Y
authors.lastname: Nagaoka
authors.affiliation: Department of Chemistry, Faculty of Science, Ochanomizu University , 2-1-1 Otsuka, Bunkyo-ku, Tokyo 112-8610, Japan.
authors.forename: Aya
authors.initials: A
authors.lastname: Tanatani
authors.affiliation: Université de Bordeaux, CBMN (UMR5248) , Institut Européen de Chimie et Biologie, 2 Rue Escarpit, 33600 Pessac, France.
authors.forename: Ivan
authors.initials: I
authors.lastname: Huc