PubMed:1724631
Annnotations
{"target":"https://pubannotation.org/docs/sourcedb/PubMed/sourceid/1724631","sourcedb":"PubMed","sourceid":"1724631","source_url":"http://www.ncbi.nlm.nih.gov/pubmed/1724631","text":"Stereoselective total synthesis of glycopeptides bearing the dimeric and trimeric sialosyl-Tn epitope.\nThe dimeric and trimeric sialosyl-Tn epitopes, [alpha-D-Neup5Ac-(2----6)-alpha-D-GalpNAc-(1----3)-L-Ser]n-L-Val (n = 2 and 3), which represent part of a clustered carbohydrate region of glycophorin A, a human erythrocyte glycoprotein, have been synthesised stereoselectively. 2-Azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-galactopyranosyl fluoride (GalpNAc unit), Fmoc-L-serine phenacyl ester (Ser unit), and benzyl 5-acetamido-4,7,8,9-tetra-O-benzyl-5-deoxy-3-S-phenyl-3-thio-D-erythro-L - gluco-2-nonulopyranosylonate bromide (Neup5Ac unit) were the key intermediates for stereoselective glycosylation. 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline-promoted elongation of the peptide chain and then hydrogenolysis afforded the title compounds.","tracks":[{"project":"PubmedHPO","denotations":[{"id":"T1","span":{"begin":312,"end":323},"obj":"HP_0001901"}],"attributes":[{"subj":"T1","pred":"source","obj":"PubmedHPO"}]},{"project":"sentences","denotations":[{"id":"TextSentencer_T1","span":{"begin":0,"end":102},"obj":"Sentence"},{"id":"TextSentencer_T2","span":{"begin":103,"end":378},"obj":"Sentence"},{"id":"TextSentencer_T3","span":{"begin":379,"end":708},"obj":"Sentence"},{"id":"TextSentencer_T4","span":{"begin":709,"end":850},"obj":"Sentence"},{"id":"T1","span":{"begin":0,"end":102},"obj":"Sentence"},{"id":"T2","span":{"begin":103,"end":378},"obj":"Sentence"},{"id":"T3","span":{"begin":379,"end":708},"obj":"Sentence"},{"id":"T4","span":{"begin":709,"end":850},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"attributes":[{"subj":"TextSentencer_T1","pred":"source","obj":"sentences"},{"subj":"TextSentencer_T2","pred":"source","obj":"sentences"},{"subj":"TextSentencer_T3","pred":"source","obj":"sentences"},{"subj":"TextSentencer_T4","pred":"source","obj":"sentences"},{"subj":"T1","pred":"source","obj":"sentences"},{"subj":"T2","pred":"source","obj":"sentences"},{"subj":"T3","pred":"source","obj":"sentences"},{"subj":"T4","pred":"source","obj":"sentences"}]},{"project":"NCBITAXON","denotations":[{"id":"T1","span":{"begin":306,"end":311},"obj":"OrganismTaxon"},{"id":"T2","span":{"begin":540,"end":547},"obj":"OrganismTaxon"}],"attributes":[{"id":"A1","pred":"db_id","subj":"T1","obj":"9606"},{"id":"A2","pred":"db_id","subj":"T2","obj":"100829"},{"subj":"T1","pred":"source","obj":"NCBITAXON"},{"subj":"T2","pred":"source","obj":"NCBITAXON"}]},{"project":"Anatomy-UBERON","denotations":[{"id":"T1","span":{"begin":312,"end":323},"obj":"Body_part"}],"attributes":[{"id":"A1","pred":"uberon_id","subj":"T1","obj":"http://purl.obolibrary.org/obo/CL_0000232"},{"subj":"T1","pred":"source","obj":"Anatomy-UBERON"}]},{"project":"CL-cell","denotations":[{"id":"T1","span":{"begin":312,"end":323},"obj":"Cell"}],"attributes":[{"id":"A1","pred":"cl_id","subj":"T1","obj":"http://purl.obolibrary.org/obo/CL:0000232"},{"subj":"T1","pred":"source","obj":"CL-cell"}]}],"config":{"attribute types":[{"pred":"source","value type":"selection","values":[{"id":"PubmedHPO","color":"#ec9e93","default":true},{"id":"sentences","color":"#93a2ec"},{"id":"NCBITAXON","color":"#bcec93"},{"id":"Anatomy-UBERON","color":"#ec93d6"},{"id":"CL-cell","color":"#93ece8"}]}]}}