title: Biased helical folding of chiral oligoindole foldamers.
abstract: Oligoindole-based chiral foldamers have been synthesized by incorporating (S)- or (R)-1-phenylethylamine to both ends of the tetraindole scaffold. The oligoindoles fold into a helical conformation upon binding an anion by hydrogen bonds, which gives rise to an induced circular dichroism (CD) signal of large amplitude, implying the preferential formation of one helical isomer over another. Theoretical calculations suggest that the (P)-helix of the (S,S)-oligoindole 8a be more energetically stable than the corresponding (M)-helix.
authors.affiliation: Department of Chemistry, Yonsei University, Seoul-120-749 Korea.
authors.forename: Veluru Ramesh
authors.initials: VR
authors.lastname: Naidu
authors.forename: Min Cheol
authors.initials: MC
authors.lastname: Kim
authors.forename: Jae-min
authors.initials: JM
authors.lastname: Suk
authors.forename: Ho-Joong
authors.initials: HJ
authors.lastname: Kim
authors.forename: Myongsoo
authors.initials: M
authors.lastname: Lee
authors.forename: Eunji
authors.initials: E
authors.lastname: Sim
authors.forename: Kyu-Sung
authors.initials: KS
authors.lastname: Jeong
mesh_terms: D002942:Circular Dichroism; D007211:Indoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D010627:Phenethylamines / Q000737:chemistry; D011108:Polymers / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D010627:Phenethylamines; D011108:Polymers