| Literature DB >> 15125663 |
Rebecca A Jockusch1, Romano T Kroemer, Francis O Talbot, Lavina C Snoek, Pierre Carçabal, John P Simons, Martina Havenith, Joost M Bakker, Isabelle Compagnon, Gerard Meijer, Gert von Helden.
Abstract
The beta(1-->4) glycosidic linkage found in lactose is a prevalent structural motif in many carbohydrates and glycoconjugates. Using UV and IR ion-dip spectroscopies to probe benzyl lactoside isolated in the gas phase, we find that the disaccharide unit adopts only a single, rigid structure. Its fully resolved infrared ion-dip spectrum is in excellent agreement with that of the global minimum structure computed ab initio. This has glycosidic torsion angles of phi(H) (H1-C1-O-C4') approximately 180 degrees and psi(H) (C1-O-C4'-H4') approximately 0 degrees which correspond to a rotation of approximately 150 degrees about the glycosidic bond compared to the accepted solution-phase conformation. We discuss the biological implications of this discovery and the generality of the strategies employed in making it.Entities:
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Year: 2004 PMID： 15125663 DOI： 10.1021/ja031679k
Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419