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  Conformational mobility of oligosaccharides: experimental evidence for the existence of an "anti" conformer of the Galβ1-3Glcβ1-OMe disaccharide

Dabrowski, J., Kozar, T., Grosskurth, H., & Nifantev, N. E. (1995). Conformational mobility of oligosaccharides: experimental evidence for the existence of an "anti" conformer of the Galβ1-3Glcβ1-OMe disaccharide. Journal of the American Chemical Society, 117(20), 5534-5539. doi:10.1021/ja00125a015.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-002B-41F0-F Version Permalink: https://hdl.handle.net/11858/00-001M-0000-002D-C29B-5
Genre: Journal Article

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http://pubs.acs.org/doi/pdf/10.1021/ja00125a015 (Any fulltext)
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https://dx.doi.org/10.1021/ja00125a015 (Any fulltext)
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 Creators:
Dabrowski, Janusz1, Author           
Kozar, Tibor, Author
Grosskurth, Horst2, Author           
Nifantev, Nicolay E., Author
Affiliations:
1Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society, ou_1497706              
2Department of Molecular Neurobiology, Max Planck Institute for Medical Research, Max Planck Society, ou_1497704              

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 Abstract: A hydrogen bond between the Glc OH(4) and Gal OH(2) groups of the title disaccharide, manifested by the doubling of their 1H NMR signals in a partially deuteriated sample in Me2SO solution, proves the existence of an "anti" conformer, i.e., one with the anomeric and transglycosidic aglyconic C-H bonds tumed away from each other by ~180°. This conformer is at equilibrium with the predominating normal "syn" conformation(s), as shown by the analysis of several interresidue NOEs, and confirmed by molecular mechanics and molecular dynamics calculations

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Language(s): eng - English
 Dates: 1994-09-061995-05-01
 Publication Status: Issued
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 665470
DOI: 10.1021/ja00125a015
URI: http://pubs.acs.org/doi/abs/10.1021/ja00125a015
Other: 6559
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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: 117 (20) Sequence Number: - Start / End Page: 5534 - 5539 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870