Source:http://linkedlifedata.com/resource/pubmed/id/18085777
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
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pubmed:dateCreated |
2008-1-9
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pubmed:abstractText |
The chemical synthesis of complex glycoproteins is an ongoing challenge in protein chemistry. We have examined the synthesis of a single glycoform of monocyte chemotactic protein-3 (MCP-3), a CC-chemokine that consists of 76 amino acids and one N-glycosylation site. A three-segment native chemical ligation strategy was employed using unprotected peptides and glycopeptide. Importantly, the synthesis required the development of methods for the generation of sialylglycopeptide-alphathioesters. For the sialylglycopeptide-alphathioester segment, we examined and successfully implemented approaches using Fmoc-SPPS and Boc-SPPS. To avoid use of hydrogen fluoride, the Boc approach utilized minimal side chain protection and direct thiolysis of the resin bound peptide. Using these strategies, we successfully synthesized a glycoprotein having an intact and homogeneous complex-type sialyloligosaccharide.
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pubmed:grant | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Amino Acids,
http://linkedlifedata.com/resource/pubmed/chemical/Chemokine CCL7,
http://linkedlifedata.com/resource/pubmed/chemical/Fluorenes,
http://linkedlifedata.com/resource/pubmed/chemical/Formic Acid Esters,
http://linkedlifedata.com/resource/pubmed/chemical/Glycoproteins,
http://linkedlifedata.com/resource/pubmed/chemical/N(alpha)-fluorenylmethyloxycarbonyla...,
http://linkedlifedata.com/resource/pubmed/chemical/Oligosaccharides,
http://linkedlifedata.com/resource/pubmed/chemical/sialooligosaccharides,
http://linkedlifedata.com/resource/pubmed/chemical/t-butyloxycarbonyl group
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
1520-5126
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
16
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pubmed:volume |
130
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
501-10
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pubmed:meshHeading |
pubmed-meshheading:18085777-Amino Acid Sequence,
pubmed-meshheading:18085777-Amino Acids,
pubmed-meshheading:18085777-Chemokine CCL7,
pubmed-meshheading:18085777-Fluorenes,
pubmed-meshheading:18085777-Formic Acid Esters,
pubmed-meshheading:18085777-Glycoproteins,
pubmed-meshheading:18085777-Humans,
pubmed-meshheading:18085777-Molecular Sequence Data,
pubmed-meshheading:18085777-Oligosaccharides
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pubmed:year |
2008
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pubmed:articleTitle |
Chemical synthesis of a glycoprotein having an intact human complex-type sialyloligosaccharide under the Boc and Fmoc synthetic strategies.
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pubmed:affiliation |
International Graduate School of Arts and Sciences, Yokohama City University, 22-2, Seto, Kanazawa-ku, Yokohama, 236-0027 Japan.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't,
Research Support, N.I.H., Extramural
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