rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
8
|
pubmed:dateCreated |
2006-3-10
|
pubmed:abstractText |
Glycoceramides can activate NKT cells by binding with CD1d to produce IFN-gamma, IL-4, and other cytokines. An efficient synthetic pathway for alpha-galactosylceramide (KRN7000) was established by coupling a protected galactose donor to a properly protected ceramide. During the investigation, it was discovered that when the ceramide was protected with benzyl groups, only beta-galactosylceramide was produced from the glycosylation reaction. In contrast, the ceramide with benzoyl protecting groups produced alpha-galactosylceramide. Isoglobotrihexosylceramide (iGb3) was prepared by glycosylation of Galalpha1-3Galbeta1-4Glc donor with 2-azido-sphingosine in high yield. Biological assays on the synthetic KRN7000 and iGb3 were performed using human and murine iNKT cell clones or hybridomas.
|
pubmed:language |
eng
|
pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Apr
|
pubmed:issn |
0960-894X
|
pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:day |
15
|
pubmed:volume |
16
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
2195-9
|
pubmed:dateRevised |
2008-11-21
|
pubmed:meshHeading |
pubmed-meshheading:16458002-Animals,
pubmed-meshheading:16458002-Antigens, CD1,
pubmed-meshheading:16458002-Cells, Cultured,
pubmed-meshheading:16458002-Cytokines,
pubmed-meshheading:16458002-Galactosylceramides,
pubmed-meshheading:16458002-Globosides,
pubmed-meshheading:16458002-Glycosylation,
pubmed-meshheading:16458002-Humans,
pubmed-meshheading:16458002-Hybridomas,
pubmed-meshheading:16458002-Interferon-gamma,
pubmed-meshheading:16458002-Interleukin-4,
pubmed-meshheading:16458002-Killer Cells, Natural,
pubmed-meshheading:16458002-Mice,
pubmed-meshheading:16458002-Transfection
|
pubmed:year |
2006
|
pubmed:articleTitle |
Synthesis and biological evaluation of alpha-galactosylceramide (KRN7000) and isoglobotrihexosylceramide (iGb3).
|
pubmed:affiliation |
Department of Biochemistry, The Ohio State University, Columbus, OH 43210, USA.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't,
Evaluation Studies
|