Six cyclic pseudopeptides with the general formula cyclo-(LAA-D-Oxd) n [where AA is an ?́-amino acid, D-Oxd is trans-(4R,5S)-4- carboxy-5-methyloxazolidin-2-one and n = 3, 4] have been designed and efficiently synthesized in the liquid phase in good overall yields. The crucial step is the macrocyclization, which always occurs in satisfactory yields regardless of the cycle dimension and the nature of various functional groups in the side-chain. Moreover, a dansyl (dansyl = 5-dimethylamino-1- naphthylsulfonyl) unit was introduced into the side-chain with the aim of preparing a labelled cyclopeptide that can be easily located in a biological environment. © Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
The design and synthesis of dansyl-containing cyclic pseudopeptides
ANGELICI, GAETANO;
2008-01-01
Abstract
Six cyclic pseudopeptides with the general formula cyclo-(LAA-D-Oxd) n [where AA is an ?́-amino acid, D-Oxd is trans-(4R,5S)-4- carboxy-5-methyloxazolidin-2-one and n = 3, 4] have been designed and efficiently synthesized in the liquid phase in good overall yields. The crucial step is the macrocyclization, which always occurs in satisfactory yields regardless of the cycle dimension and the nature of various functional groups in the side-chain. Moreover, a dansyl (dansyl = 5-dimethylamino-1- naphthylsulfonyl) unit was introduced into the side-chain with the aim of preparing a labelled cyclopeptide that can be easily located in a biological environment. © Wiley-VCH Verlag GmbH & Co. KGaA, 2008.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
