title: Synthesis and structural analysis of 6-aminobicyclo[2.2.1]heptane-2-carboxylic acid as a conformationally constrained gamma-turn mimic.
abstract: An efficient asymmetric synthesis of 6-aminobicyclo[2.2.1]heptane-2-carboxylic acid as a novel gamma-turn mimic has been achieved. Structural analysis of the gamma-amino acid derivative was carried out using (1)H NMR spectroscopy and intramolecular hydrogen bonding between side chain amides confirmed the turn structure, which had been predicted by Ab initio computational study.
authors.affiliation: Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul, 151-747, South Korea.
authors.forename: Jin-Seong
authors.initials: JS
authors.lastname: Park
authors.forename: Kyoung Rak
authors.initials: KR
authors.lastname: Kim
authors.forename: Hye Young
authors.initials: HY
authors.lastname: Nam
authors.forename: Chang-Eun
authors.initials: CE
authors.lastname: Yeom
authors.forename: Chieyeon
authors.initials: C
authors.lastname: Chough
authors.forename: Soon Ho
authors.initials: SH
authors.lastname: Kwon
authors.forename: Seonggu
authors.initials: S
authors.lastname: Ro
authors.forename: Dong-Kyu
authors.initials: DK
authors.lastname: Shin
authors.forename: B Moon
authors.initials: BM
authors.lastname: Kim
mesh_terms: D000598:Amino Acids, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D006536:Heptanes / Q000737:chemistry; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D018716:Molecular Mimicry; D015394:Molecular Structure; D009636:Norbornanes; D017433:Protein Structure, Secondary
chemical_list: C533951:6-aminobicyclo(2.2.1)heptane-2-carboxylic acid; D000598:Amino Acids, Cyclic; D001643:Bridged Bicyclo Compounds; D006536:Heptanes; D009636:Norbornanes