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Dynamics of the Glycosidic Bond: Conformational Space of Lactose
Author(s) -
Erdélyi Máté,
d'Auvergne Edward,
NavarroVázquez Armando,
Leonov Andrei,
Griesinger Christian
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201100854
Subject(s) - glycosidic bond , chemistry , residual dipolar coupling , lactose , molecular dynamics , crystallography , paramagnetism , nuclear magnetic resonance spectroscopy , computational chemistry , stereochemistry , organic chemistry , physics , quantum mechanics , enzyme
The dynamics of the glycosidic bond of lactose was studied by a paramagnetic tagging‐based NMR technique, which allowed the collection of an unusually large series of NMR data for a single compound. By the use of distance‐ and orientation‐dependent residual dipolar couplings and pseudocontact shifts, the simultaneous fitting of the probabilities of computed conformations and the orientation of the magnetic susceptibility tensor of a series of lanthanide complexes of lactose show that its glycosidic bond samples syn / syn , anti / syn and syn / anti ϕ / ψ regions of the conformational space in water. The analysis indicates a higher reliability of pseudocontact shift data as compared to residual dipolar couplings with the presently available weakly orienting paramagnetic tagging technique. The method presented herein allows for an improved understanding of the dynamic behaviour of oligosaccharides.