Helical Oligomers of Thiazole-Based [gamma]-Amino Acids: Synthesis and Structural Studies

Helical Oligomers of Thiazole-Based [gamma]-Amino Acids: Synthesis and Structural Studies

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...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-01, Vol.52 (23), p.6006-6010
Hauptverfasser: Mathieu, Loïc, Legrand, Baptiste, Deng, Cheng, Vezenkov, Lubomir, Wenger, Emmanuel, Didierjean, Claude, Amblard, Muriel, Averlant-Petit, Marie-Christine, Masurier, Nicolas, Lisowski, Vincent, Martinez, Jean, Maillard, Ludovic T
Format: Artikel
Sprache:eng
Schlagworte:
Chemical Sciences
Dichroism
Helical
NMR spectroscopy
Oligomers
Organic chemistry
Polymers
Solid state
Solvents
Synthesis
X-rays
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201302106