Oligoresorcinols fold into double helices in water.
We report the first double helices with a controlled helicity in water based on oligoresorcinols as a new, simplest water-soluble structural motif. The molecular strands of the oligoresorcinols self-assemble into double helices with the aid of aromatic interactions in water as characterized by 1H NMR and absorption spectroscopies together with the X-ray crystallographic study of the pentamer. The double helix formation is sensitive to the chain length, solvent composition, and temperature. Moreover, a bias in the screw sense of the double helices was achieved by covalently attaching chiral substituents to both ends of the molecular strands.
Goto
Hidetoshi
H
Yashima Super-structured Helix Project, ERATO, Japan Science and Technology Agency (JST), 101 Creation Core Nagoya, 2266-22 Shimoshidami, Moriyama-ku, Nagoya 463-0003, Japan.
Katagiri
Hiroshi
H
Furusho
Yoshio
Y
Yashima
Eiji
E
D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D012118:Resorcinols / Q000138:chemical synthesis* / Q000737:chemistry; D012995:Solubility; D012997:Solvents / Q000737:chemistry; D014867:Water / Q000737:chemistry*
D012118:Resorcinols; D012997:Solvents; D014867:Water