| Synthesis of a sulfonic acid mimetic of the sulfated Lewis A pentasaccharide. | |
| | |
MedLine Citation:
|
PMID: 22300760 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
|
The first sulfonic acid mimetic of the sulfated Lewis A pentasaccharide in which the natural l-fucose unit is replaced by a d-arabinose ring was synthesized. Formation of the sulfonic acid moiety at a pentasaccharide level could be successfully achieved by means of introduction of an acetylthio moiety into the terminal d-galactose residue and subsequent oxidation. The equatorial arrangement of the acetylthio group linked to C-3 of the galactose ring could be obtained by double nucleophilic substitutions; efficient formation of the gulo-triflate derivatives required low-power microwave (MW) activation. Oxidation of the acetylthio group was carried out using Oxone in the presence of acetic acid. |
| | |
Authors:
|
Zsolt Jakab; Anikó Fekete; Magdolna Csávás; Anikó Borbás; András Lipták; Sándor Antus |
Publication Detail:
|
Type: JOURNAL ARTICLE Date: 2011-12-26 |
Journal Detail:
|
Title: Carbohydrate research Volume: - ISSN: 1873-426X ISO Abbreviation: - Publication Date: 2011 Dec |
Date Detail:
|
Created Date: 2012-2-3 Completed Date: - Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 0043535 Medline TA: Carbohydr Res Country: - |
Other Details:
|
Languages: ENG Pagination: - Citation Subset: - |
Copyright Information:
|
Copyright © 2012 Elsevier Ltd. All rights reserved. |
Affiliation:
|
Research Group for Carbohydrates of the Hungarian Academy of Sciences, University of Debrecen, PO Box 94, H-4010 Debrecen, Hungary. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
|
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Diverse microbial interactions with the basement membrane barrier.
Next Document: Dimensional Quantification of Embedded Voids or Objects in Three Dimensions Using X-Ray Tomography.