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  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

Acquotti, D., Poppe, L., Dabrowski, J., von der Lieth, C. W., Sonnino, S., & Tettamanti, G. (1990). 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. Journal of the American Chemical Society, 112(21), 7772-7778. doi:10.1021/ja00177a043.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0019-ACDB-4 Version Permalink: https://hdl.handle.net/21.11116/0000-0000-7371-F
Genre: Journal Article

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 Creators:
Acquotti, Domenico, Author
Poppe, Leszek, Author
Dabrowski, Janusz1, Author           
von der Lieth, Claus Wilhelm, Author
Sonnino, Sandro, Author
Tettamanti, Guido, Author
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1Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society, ou_1497706              

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 Abstract: 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

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Language(s): eng - English
 Dates: 1989-10-161990-10
 Publication Status: Issued
 Pages: 7
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/ja00177a043
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Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 112 (21) Sequence Number: - Start / End Page: 7772 - 7778 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870