Helical Oligomers of Thiazole-Based γ-Amino Acids: Synthesis and Structural Studies

Authors :: Claude Didierjean
Ludovic T. Maillard
Cheng Deng
Marie-Christine Averlant-Petit
Baptiste Legrand
Jean Martinez
Muriel Amblard
Emmanuel Wenger
Nicolas Masurier
Loïc Mathieu
Vincent Lisowski
Lubomir Vezenkov
Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM)
Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
Laboratoire de Chimie Physique Macromoléculaire (LCPM)
Institut de Chimie du CNRS (INC)-Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS)
Cristallographie, Résonance Magnétique et Modélisations (CRM2)
Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS)
Source :: Angewandte Chemie International Edition, Angewandte Chemie International Edition, Wiley-VCH Verlag, 2013, 52 (23), pp.6006-6010. ⟨10.1002/anie.201302106⟩
Publication Year :: 2013
Publisher :: Wiley, 2013.
Abstract: 9-Helix: 4-Amino(methyl)-1,3-thiazole-5-carboxylic acids (ATCs) were synthesized as new γ-amino acid building blocks. The structures of various ATC oligomers were analyzed in solution by CD and NMR spectroscopy and in the solid state by X-ray crystallography. The ATC sequences adopted a well-defined 9-helix structure in the solid state and in aprotic and protic organic solvents as well as in aqueous solution.

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