Synthesis and Structural Analysis of 6-Aminobicyclo[2.2.1]heptane-2- carboxylic Acid as a onformationally Constrained γ-Turn Mimic

Title: Synthesis and Structural Analysis of 6-Aminobicyclo[2.2.1]heptane-2- carboxylic Acid as a onformationally Constrained γ-Turn Mimic

Volume: 15 Issue: 9

Author(s): Jin-Seong Park, Kyoung Rak Kim, Hye Young Nam, Chang-Eun Yeom, Chieyeon Chough, Soon Ho Kwon, Seonggu Ro, Dong-Kyu Shin and B. Moon Kim

Affiliation:

Keywords: γ-Turn, conformationally constrained, peptidomimetic, enantioselective Diels-Alder, iodolactamization, conformational analysis

Abstract: An efficient asymmetric synthesis of 6-aminobicyclo[2.2.1]heptane-2-carboxylic acid as a novel γ-turn mimic has been achieved. Structural analysis of the γ-amino acid derivative was carried out using 1H NMR spectroscopy and intramolecular hydrogen bonding between side chain amides confirmed the turn structure, which had been predicted by Ab initio computational study.

Cite this article as:

Park Jin-Seong, Kim Rak Kyoung, Nam Young Hye, Yeom Chang-Eun, Chough Chieyeon, Kwon Ho Soon, Ro Seonggu, Shin Dong-Kyu and Kim Moon B., Synthesis and Structural Analysis of 6-Aminobicyclo[2.2.1]heptane-2- carboxylic Acid as a onformationally Constrained γ-Turn Mimic, Protein & Peptide Letters 2008; 15 (9) . https://dx.doi.org/10.2174/092986608785849380