Homo-oligomers of L-pyroglutamic acid were synthesized to the tetramer level by solution methods. The preferred conformation of this pseudopeptide series in structure-supporting solvents was assessed by FT-IR absorption, NMR adn CD techniques. In addition, the crystal structure of the N-alpha-protected dimer was established by X-ray diffraction. An alpha-C-H ... O=C intramolecular H-bond is responsible for the stabilization of the s-trans L-pGlu-L-pGlu conformation. This new polyimide based, foldameric structure, if appropriately functionalized, has promise as a rigid scaffold for novel functions and applications.
Pseudopeptide foldamers: the homo-oligomers of pyroglutamic acid
Crisma M;
2002
Abstract
Homo-oligomers of L-pyroglutamic acid were synthesized to the tetramer level by solution methods. The preferred conformation of this pseudopeptide series in structure-supporting solvents was assessed by FT-IR absorption, NMR adn CD techniques. In addition, the crystal structure of the N-alpha-protected dimer was established by X-ray diffraction. An alpha-C-H ... O=C intramolecular H-bond is responsible for the stabilization of the s-trans L-pGlu-L-pGlu conformation. This new polyimide based, foldameric structure, if appropriately functionalized, has promise as a rigid scaffold for novel functions and applications.File in questo prodotto:
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