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Serine versus Threonine Glycosylation: The Methyl Group Causes a Drastic Alteration on the Carbohydrate Orientation and on the Surrounding Water Shell

AuthorsCorzana, Francisco; Busto, Jesús H.; Jiménez-Osés, Gonzalo ; Luis, M. G.; Asensio, Juan Luis ; Jiménez-Barbero, Jesús ; Peregrina, J. M.; Avenoza, Alberto
Issue DateAug-2007
PublisherAmerican Chemical Society
CitationJournal of the American Chemical Society, 129 (30) : 9458-67 (2007)
AbstractDifferent behavior has been observed for the ψ torsion angle of the glycosidic linkages of d-GalNAc-Ser and d-GalNAc-Thr motifs, allowing the carbohydrate moiety to adopt a completely different orientation. In addition, the fact that the water pockets found in α-d-GalNAc-Thr differ from those obtained for its serine analogue could be related to the different capability that the two model glycopeptides have to structure the surrounding water. This fact could have important biological inferences (i.e., antifreeze activity)
Description10 páginas, 10 figuras, 2 tablas, 1 esquema -- PAGS nros. 9458-9467
Publisher version (URL)http:dx.doi.org/10.1021/ja072181b
Appears in Collections:(CIB) Artículos
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