Source:http://linkedlifedata.com/resource/pubmed/id/15770712
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
10
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pubmed:dateCreated |
2005-5-4
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pubmed:abstractText |
5-Thio-L-fucose-containing trisaccharide H-type II was synthesized. The 3',4'-O-isopropylidene-2-azido-2-deoxylactoside derivative, which was prepared from lactose by azidonitration of lactal, was used as a starting material. By regio- and stereoselective 5-thio-L-fucosylation of the 6,6'-dibenzoate 5 with 5-thiofucosyl trichloroacetimidate 6 and subsequent deprotection gave the 5-thio-L-fucose-containing H-type II 1. Conformational analysis of the 5-thio-L-fucose-containing H-type II and the native H-type II was carried out through NOESY experiments. The observed NOE values between N-acetylglucosamine and galactose, and galactose and fucose were same for these two trisaccharides. However, NOE values between fucose and N-acetylglucosamine were significantly different. Binding of the 5-thio-L-fucose-containing H-type II to lectins and antibodies were in some case stronger and in some case weaker than those of the native trisaccharide.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
May
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pubmed:issn |
0947-6539
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
6
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pubmed:volume |
11
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3032-8
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pubmed:dateRevised |
2009-8-4
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pubmed:meshHeading |
pubmed-meshheading:15770712-Carbohydrate Sequence,
pubmed-meshheading:15770712-Fucose,
pubmed-meshheading:15770712-Hemagglutination,
pubmed-meshheading:15770712-Magnetic Resonance Spectroscopy,
pubmed-meshheading:15770712-Models, Molecular,
pubmed-meshheading:15770712-Molecular Conformation,
pubmed-meshheading:15770712-Oligosaccharides
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pubmed:year |
2005
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pubmed:articleTitle |
Synthesis and evaluation of 5-thio-L-fucose-containing oligosaccharide.
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pubmed:affiliation |
Department of Life Science, Graduate school of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259 Nagatsuta, Yokohama 226-8501, Japan.masayuki.izumi@aist.go.jp
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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