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Dynamics of the glycosidic linkage: conformational space of lactose
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.ORCID iD: 0000-0003-0359-5970
2011 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 17, no 34, p. 9368-9376Article in journal (Refereed) Published
Abstract [en]

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.

Place, publisher, year, edition, pages
2011. Vol. 17, no 34, p. 9368-9376
National Category
Organic Chemistry
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URN: urn:nbn:se:uu:diva-372232DOI: 10.1002/chem.201100854OAI: oai:DiVA.org:uu-372232DiVA, id: diva2:1275708
Available from: 2019-01-07 Created: 2019-01-07 Last updated: 2019-08-08Bibliographically approved

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Erdélyi, Máté

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