Shang Jie, Gan Quan, Dawson Simon J, Rosu Frédéric, Jiang Hua, Ferrand Yann, Huc Ivan
Université Bordeaux , CBMN, UMR 5248, Institut Européen de Chimie Biologie, 2 rue Robert Escarpit 33607 Pessac, France.
Org Lett. 2014 Oct 3;16(19):4992-5. doi: 10.1021/ol502259y. Epub 2014 Sep 11.
Heteromeric oligoamide foldamers composed of 8-amino-2-quinolinecarboxylic acid and 7-amino-8-fluoro-2-quinolinecarboxylic acid bearing cationic water-solubilizing side chains were prepared using solid-phase synthesis (SPS). The sequences were designed to adopt a single- or a double-helical motif depending on the nature of the solvent, DMSO or water, respectively. Self-association was demonstrated by NMR and mass spectrometry. Dimerization in water was found to be much stronger than observed previously in organic solvents for analogous oligoamide sequences.
采用固相合成法（SPS）制备了由8-氨基-2-喹啉羧酸和带有阳离子水溶性侧链的7-氨基-8-氟-2-喹啉羧酸组成的异聚寡酰胺折叠体。根据溶剂（分别为二甲基亚砜或水）的性质，设计这些序列以采用单螺旋或双螺旋基序。通过核磁共振（NMR）和质谱证明了自缔合。发现该折叠体在水中的二聚化比之前在有机溶剂中观察到的类似寡酰胺序列要强得多。
