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.
C. Tomasini, G. Luppi, S. Oancea, F. Formaggio, C. Toniolo (2004). Pseudopeptide foldamers. The homo-oligomers of 4(S)-oxazolidineacetic acid, 2-oxo (Oxac). WASHINGTON D.C. : AMER CHEMICAL SOC, 1155 SIXTEENTH ST NW, WASHINGTON, DC 20036 USA.
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
