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          Institute: MPI für medizinische Forschung     Collection: Abteilung Organische Chemie     Display Documents



ID: 568579.0, MPI für medizinische Forschung / Abteilung Organische Chemie
Three−dimensional structure of the oligosaccharide chain of GM1 ganglioside revealed by a distance−mapping procedure: a rotating and laboratory frame nuclear overhauser enhancement investigation of native glycolipid in dimethyl sulfoxide and in water−dodecylphosphocholine solutions
Translation of Title:Three−dimensional structure of the oligosaccharide chain of GM1 ganglioside revealed by a distance−mapping procedure: a rotating and laboratory frame nuclear overhauser enhancement investigation of native glycolipid in dimethyl sulfoxide and in water−dodecylphosphocholine solutions
Authors:Acquotti, Domenico; Poppe, Leszek; Dabrowski, Janusz; von der Lieth, Claus Wilhelm; Sonnino, Sandro; Tettamanti, Guido
Language:English
Date of Publication (YYYY-MM-DD):1990-10-01
Title of Journal:Journal of the American Chemical Society
Journal Abbrev.:J. Am. Chem. Soc.
Volume:112
Issue / Number:21
Start Page:7772
End Page:7778
Review Status:Peer-review
Audience:Experts Only
Intended Educational Use:No
Abstract / Description:Three−dimensional structure of the oligosaccharide part of the GM 1 ganglioside, Galpl−3GalNAcßl −(NeuAca2−3)4Galßl−4GlcßI −1Cer. was modeled with use of a distance−mapping procedure that was based on NOE contacts between amido. hydroxy, and C−linked protons, observed for the intact ganglioside dissolved in Me2SO−d6. The glycosidic linkages
of the branched core trisaccharide segment are significantly more rigid than the linkages of the external disaccharide
Galßl−3GalNAc and Galßl−4GIc segments, which exist in several conformations. The conformation of the sialic acid side
chain seems to be predominantly determined by the hydrogen bond between the C(8)−OH proton and either the carboxylic
or ring oxygen. whereas the presence of the acetyl substituent of the C(5)−amino group is irrelevant for this conformation.
Similar conformations were found for GM I anchored in mixed D2O/dodecylphosphocholine−d38 micelles
Last Change of the Resource (YYYY-MM-DD):--
External Publication Status:published
Document Type:Article
Communicated by:Wulf Kaiser
Affiliations:MPI für medizinische Forschung/Emeritus - Gruppe Organische Chemie
Identifiers:LOCALID:6778
URI:http%3A%2F%2Fpubs.acs.org%2Fcgi-bin%2FsearchRedire...
URI:http%3A%2F%2Fpubs.acs.org%2Fwls%2Fjournals%2Fquery...
DOI:10.1021%2Fja00177a043
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