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Título: | Hemicarbasucrose: Turning off the Exoanomeric Effect Induces Less Flexibility |
Autor: | López-Méndez, Blanca CSIC; Jia, Cai; Zhang, Yongmin; Zhang, Li-He; Sinaÿ, Pierre G.; Jiménez-Barbero, Jesús CSIC ORCID; Sollogoub, Matthie | Palabras clave: | Carbohydrates Conformation analysis glycomimetics molecular modeling NMR spectroscopy |
Fecha de publicación: | 4-ene-2008 | Citación: | Chemistry – An Asian Journal 3(1):51-58(2008) | Resumen: | Hemicarbasucrose, a close congener of sucrose in which the endocyclic oxygen atom of the glucose moiety is replaced by a methylene group was synthesized for the first time. The conformational behaviour of hemicarbasucrose was studied by a combination of molecular mechanics and NMR spectroscopy (J and NOE data). It was shown that the carbadisaccharide populates two distinct conformational families in solution, the normal syn-ψ conformation, which is the predominating conformation of the parent natural O-glycoside, and the anti-ψ conformation, which has not been detected for the O-disaccharide. Interestingly, the hemicarbasucrose is less flexible than its natural congener | Descripción: | 8 páginas, 2 figuras, 4 tablas, 4 esquemas -- PAGS nros. 51-58 | Versión del editor: | http://dx.doi.org/10.1002/asia.200700281 | URI: | http://hdl.handle.net/10261/58634 | DOI: | 10.1002/asia.200700281 | ISSN: | 1861-4728 | E-ISSN: | 1861-471X |
Aparece en las colecciones: | (CIB) Artículos |
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