The conformational behaviour of non-hydrolizable lactose analogues: The thioglycoside, carbaglycoside, and carba-iminoglycoside cases

Authors
Montero, E Garcia-Herrero, A Asensio, JL Hirai, K Ogawa, S Santoyo-Gonzalez, F Canada, FJ Jimenez-Barbero, J
Citation
E. Montero et al., The conformational behaviour of non-hydrolizable lactose analogues: The thioglycoside, carbaglycoside, and carba-iminoglycoside cases, EUR J ORG C, (10), 2000, pp. 1945-1952
Citations number
56
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
10
Year of publication
2000
Pages
1945 - 1952
Database
ISI
SICI code
1434-193X(200005):10<1945:TCBONL>2.0.ZU;2-X
Abstract
The conformational behaviours of several nonhydrolizable lactose analogues, namely methyl alpha-thiolactoside (1), methyl beta-carbalactoside (2) and methyl beta-carbaiminolactoside (3) have been studied using a combination o f NMR spectroscopy (J and NOE data) and molecular mechanics calculations. A nalogies and differences with the natural compounds have been found.