The synthesis of conformationally constrained amino acids is an important tool for the preparation of oligomers that assume a well defined secondary structure. We have recently described the synthesis of oligomers of L-Oxd and L-pGlu and we have demonstrated that these molecules fold in ordered structures characterized by a semi-extended helical conformation. As a part of this project, we report here a straightforward synthesis of 4(S)-oxazolidineacetic acid, 2-oxo benzyl ester (H-Oxac-OBzl), a beta-amino acid derivative, the preparation of its homo-oligomers up to the tetramer level by solution methods and their conformational analysis in structure supporting solvents.

Pseudopeptide foldamers. The homo-oligomers of 4(S)-oxazolidineacetic acid, 2-oxo (Oxac)

TOMASINI, CLAUDIA;LUPPI, GIANLUIGI;
2004

Abstract

The synthesis of conformationally constrained amino acids is an important tool for the preparation of oligomers that assume a well defined secondary structure. We have recently described the synthesis of oligomers of L-Oxd and L-pGlu and we have demonstrated that these molecules fold in ordered structures characterized by a semi-extended helical conformation. As a part of this project, we report here a straightforward synthesis of 4(S)-oxazolidineacetic acid, 2-oxo benzyl ester (H-Oxac-OBzl), a beta-amino acid derivative, the preparation of its homo-oligomers up to the tetramer level by solution methods and their conformational analysis in structure supporting solvents.
2004
Peptide Revolution: Genomics, Proteomics & Therapeutics
433
434
C. Tomasini; G. Luppi; S. Oancea; F. Formaggio; C. Toniolo
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/128358
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