Three sets of oligomers containing the 4-carboxy-5-methyl-oxazolidin-2-one (Oxd) moiety have been synthesized with the aim of checking whether these molecules are able to fold in ordered structures: A set [Boc-(L-Ala-L-Oxd)n-OR], B set [Boc-(L-Ala-D-Oxd)n-OR] and C set [Boc-(Aib-L-Oxd)n-OR] preferential conformations have been analyzed with IR absorption, NMR and CD. We have noticed that in these oligomers three stabilizing effects are active: (i) the rigid Oxd –CO-N(CH
C. Tomasini, G. Luppi, M. Monari (2006). Oxazolidin-2-ones-Containing Pseudopeptides that Fold into beta-Bend Ribbon Spirals. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 128, 2410-2420 [10.1021/ja056762h].
Oxazolidin-2-ones-Containing Pseudopeptides that Fold into beta-Bend Ribbon Spirals
TOMASINI, CLAUDIA;LUPPI, GIANLUIGI;MONARI, MAGDA
2006
Abstract
Three sets of oligomers containing the 4-carboxy-5-methyl-oxazolidin-2-one (Oxd) moiety have been synthesized with the aim of checking whether these molecules are able to fold in ordered structures: A set [Boc-(L-Ala-L-Oxd)n-OR], B set [Boc-(L-Ala-D-Oxd)n-OR] and C set [Boc-(Aib-L-Oxd)n-OR] preferential conformations have been analyzed with IR absorption, NMR and CD. We have noticed that in these oligomers three stabilizing effects are active: (i) the rigid Oxd –CO-N(CHI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
