We acknowledge Laure Severac and David Baltes for their help with the crystallizations, Dr. Philippe Sizun for his assistance with NMR spectroscopy, and Prof. Bertrand Castro for his chemical insight (all from Sanofi-Aventis). We thank Dr. Michela Brunelli (ESRF) and Dr. Andy Fitch (ESRF) for the setup of beam lines BM16 and ID31. We are also indebted to Dr. Maurice Petitou (EndotisPharma, Romainville, France) and Dr. Marc Hostettler (Universität Bern, Switzerland) for their comments on the manuscript.
The 2SO Skew-Boat Conformation in L-Iduronic Acid†
Article first published online: 13 OCT 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 49, pages 11637–11639, December 2, 2011
How to Cite
Ochsenbein, P., Bonin, M., Schenk-Joß, K. and El-Hajji, M. (2011), The 2SO Skew-Boat Conformation in L-Iduronic Acid. Angew. Chem. Int. Ed., 50: 11637–11639. doi: 10.1002/anie.201105172
- Issue published online: 28 NOV 2011
- Article first published online: 13 OCT 2011
- Manuscript Received: 22 JUL 2011
- conformation analysis;
- L-iduronic acid;
- structure elucidation;
- X-ray diffraction
Crystal clear: After two decades of controversy the elusive skew-boat conformation of L-iduronic acid (see picture) was finally ascertained at atomic resolution in a synthetic, substituted disaccharide. This highly flexible compound crystallizes in two dimorphs. This rare case of dimorphism in oligosaccharides is all the more remarkable in that the 2SO conformation crystallizes in both forms.