The synthesis and high held NMR study of a new cyclopeptide functionalized-beta-cyclodextrin beta-CDen-c-(Glu-Glu) (3) in aqueous solution are reported. This compound has been synthesized by condensation of the ethylendiamine-beta-cyclodextrin derivative beta-CDen (1) with the cyclo-(glutamyl-glutamyl) [c-(Glu-Glu)] (2). The NMR analysis has been carried out on 500; 600 and 750 MHz instruments and has been largely based on advanced two-dimensional NMR experiments, i.e. DQF-COSY, TOCSY, HMQC and HMBC. The selective excitation technique (1D TOCSY) has also been applied. The study has led to a complete H-1 and C-13 NMR assignment of the pendant moiety and the modified glucopyranose unit (A), and a detailed assignment of the unmodified glucopyranose units (B-G). Data about the preferred conformation of 3 are also acquired by means of ROESY experiments.
The synthesis and high held NMR study of a new cyclopeptide functionalized-beta-cyclodextrin beta-CDen-c-(Glu-Glu) (3) in aqueous solution are reported. This compound has been synthesized by condensation of the ethylendiamine-beta-cyclodextrin derivative beta-CDen (1) with the cyclo-(glutamyl-glutamyl) [c-(Glu-Glu)] (2). The NMR analysis has been carried out on 500; 600 and 750 MHz instruments and has been largely based on advanced two-dimensional NMR experiments, i.e. DQF-COSY, TOCSY, HMQC and HMBC. The selective excitation technique (1D TOCSY) has also been applied. The study has led to a complete H-1 and C-13 NMR assignment of the pendant moiety and the modified glucopyranose unit (A), and a detailed assignment of the unmodified glucopyranose units (B-G). Data about the preferred conformation of 3 are also acquired by means of ROESY experiments.
Synthesis and high field NMR study of a new cyclodipeptide-beta-cyclodextrin derivative
RIZZARELLI, Enrico;TRINGALI, Corrado
1996-01-01
Abstract
The synthesis and high held NMR study of a new cyclopeptide functionalized-beta-cyclodextrin beta-CDen-c-(Glu-Glu) (3) in aqueous solution are reported. This compound has been synthesized by condensation of the ethylendiamine-beta-cyclodextrin derivative beta-CDen (1) with the cyclo-(glutamyl-glutamyl) [c-(Glu-Glu)] (2). The NMR analysis has been carried out on 500; 600 and 750 MHz instruments and has been largely based on advanced two-dimensional NMR experiments, i.e. DQF-COSY, TOCSY, HMQC and HMBC. The selective excitation technique (1D TOCSY) has also been applied. The study has led to a complete H-1 and C-13 NMR assignment of the pendant moiety and the modified glucopyranose unit (A), and a detailed assignment of the unmodified glucopyranose units (B-G). Data about the preferred conformation of 3 are also acquired by means of ROESY experiments.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
