Acta Cryst. (2004). E60, o2449-o2451  [ doi:10.1107/S1600536804030247 ]

Turn-over of an oxazoline ring induced by chiral change of a folded ascidiacyclamide analogue: cyclo(Ile-D-aThr-D-Val-Thz-Ile-D-Oxz-D-Val-Thz) N,N-dimethylformamide disolvate

A. Asano and M. Doi

Abstract: Ascidiacyclamide (ASC) has two oxazoline (Oxz) residues with 2S,3R configurations. In the title compound, C₃₆H₅₄N₈O₇S₂·2C₃H₇NO, these Oxz residues were replaced with D-aThr and (2R,3S)-Oxz (D-Oxz). The overall structure is similar to the folded from of ASC analogues previously reported, but a difference was found at the D-Oxz residue. The D-Oxz ring was turned over in relation to the disposition of the Oxz rings in natural ASC. This result suggested that the modification of Oxz could induce a new type of molecular folding in ASC.

Online 27 November 2004

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