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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
1
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pubmed:dateCreated |
1996-10-17
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pubmed:abstractText |
The chemical synthesis and utilization of two photoaffinity analogs, 125I-labeled 5-[3-(p-azidosalicylamido)-1-propenyl]-UDP-GlcNAc and -UDP-GalNAc, is described. Starting with either UDP-GlcNAc or UDP-GalNAc, the synthesis involved the preparation of the 5-mercuri-UDP-HexNAc and then attachment of an allylamine to the 5 position to give 5-(3-amino)allyl-UDP-HexNAc. This was followed by acylation with N-hydroxysuccinimide p-aminosalicylic acid to form the final product, i.e., 5-[3-(p-azidosalicylamido)-1-propenyl]-UDP-GlcNAc or UDP-GalNAc. These products could then be iodinated with chloramine T to give the 125I-derivatives. Both the UDP-GlcNAc and the UDP-GalNAc derivatives reacted in a concentration-dependent manner with a highly purified UDP-HexNAc pyrophosphorylase, and both specifically labeled the subunit(s) of this protein. The labeling of the protein by the UDP-GlcNAc derivative was inhibited in dose-dependent fashion by either unlabeled UDP-GlcNAc or unlabeled UDP-GalNAc. Likewise, labeling with the UDP-GalNAc probe was blocked by either UDP-GlcNAc or UDP-GalNAc. The UDP-GlcNAc probe also specifically labeled a partially purified preparation of GlcNAc transferase I.
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pubmed:grant |
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/4-azidosalicylic acid,
http://linkedlifedata.com/resource/pubmed/chemical/Affinity Labels,
http://linkedlifedata.com/resource/pubmed/chemical/Azides,
http://linkedlifedata.com/resource/pubmed/chemical/Glycosyltransferases,
http://linkedlifedata.com/resource/pubmed/chemical/Nucleotidyltransferases,
http://linkedlifedata.com/resource/pubmed/chemical/Salicylamides,
http://linkedlifedata.com/resource/pubmed/chemical/Salicylic Acids,
http://linkedlifedata.com/resource/pubmed/chemical/UDPacetylglucosamine...,
http://linkedlifedata.com/resource/pubmed/chemical/Uridine Diphosphate Galactose,
http://linkedlifedata.com/resource/pubmed/chemical/Uridine Diphosphate Glucose,
http://linkedlifedata.com/resource/pubmed/chemical/Uridine Diphosphate...,
http://linkedlifedata.com/resource/pubmed/chemical/Uridine Diphosphate...
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pubmed:status |
MEDLINE
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pubmed:month |
Jul
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pubmed:issn |
0003-2697
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
239
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
99-106
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:8660631-Affinity Labels,
pubmed-meshheading:8660631-Animals,
pubmed-meshheading:8660631-Azides,
pubmed-meshheading:8660631-Glycosyltransferases,
pubmed-meshheading:8660631-Nucleotidyltransferases,
pubmed-meshheading:8660631-Photochemistry,
pubmed-meshheading:8660631-Salicylamides,
pubmed-meshheading:8660631-Salicylic Acids,
pubmed-meshheading:8660631-Swine,
pubmed-meshheading:8660631-Uridine Diphosphate Galactose,
pubmed-meshheading:8660631-Uridine Diphosphate Glucose,
pubmed-meshheading:8660631-Uridine Diphosphate N-Acetylgalactosamine,
pubmed-meshheading:8660631-Uridine Diphosphate N-Acetylglucosamine
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pubmed:year |
1996
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pubmed:articleTitle |
Synthesis of aryl azide derivatives of UDP-GlcNAc and UDP-GalNAc and their use for the affinity labeling of glycosyltransferases and the UDP-HexNAc pyrophosphorylase.
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pubmed:affiliation |
Department of Biochemistry and Molecular Biology, University of Arkansas for Medical Sciences, Little Rock, Arkansas, 72205, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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