The conformational behaviour of α,β-trehalose-like disaccharides and their C-glycosyl, imino-C-glycosyl and carbagalactose analogues depends on the chemical nature of the modification: an NMR investigation

Garcı́a-Aparicio, Vı́ctor, Fernández-Alonso, Marı́a Del Carmen, Angulo, Jesús ORCID: https://orcid.org/0000-0001-7250-5639, Asensio, Juan Luis, Cañada, Fco. Javier, Jiménez-Barbero, Jesús, Mootoo, David R. and Cheng, Xuhong (2005) The conformational behaviour of α,β-trehalose-like disaccharides and their C-glycosyl, imino-C-glycosyl and carbagalactose analogues depends on the chemical nature of the modification: an NMR investigation. Tetrahedron: Asymmetry, 16 (2). pp. 519-527. ISSN 0957-4166

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Abstract

The conformational behaviour of ß-O-Gal-(1?1)-a-Man 4 and the C-glycoside, carbaglycoside and aza-C-glycoside mimics 1–3 has been studied using J/NOE NMR data, molecular mechanics and molecular dynamics. It is shown that the population distributions around the glycosidic linkages of the different analogues depend on the chemical nature of the acetal or pseudoacetal residue.

Item Type:	Article
Faculty \ School:	Faculty of Science > School of Pharmacy
UEA Research Groups:	Faculty of Science > Research Groups > Drug Delivery and Pharmaceutical Materials (former - to 2017) Faculty of Science > Research Groups > Pharmaceutical Materials and Soft Matter
Depositing User:	Pure Connector
Date Deposited:	21 Oct 2013 19:36
Last Modified:	24 Oct 2022 04:49
URI:	https://ueaeprints.uea.ac.uk/id/eprint/43765
DOI:	10.1016/j.tetasy.2004.11.072

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