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

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

Journal Name: Protein & Peptide Letters

Volume 15 , Issue 9 , 2008

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.

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

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Article Details

VOLUME: 15
ISSUE: 9
Year: 2008
Page: [980 - 984]
Pages: 5
DOI: 10.2174/092986608785849380
Price: $58

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