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

Vı́ctor Garcı́a-Aparicio, Marı́a Del Carmen Fernández-Alonso, Jesús Angulo, Juan Luis Asensio, Fco. Javier Cañada, Jesús Jiménez-Barbero, David R. Mootoo, Xuhong Cheng

Research output: Contribution to journalArticle

15 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)519-527
Number of pages9
JournalTetrahedron: Asymmetry
Volume16
Issue number2
DOIs
Publication statusPublished - 24 Jan 2005

Cite this