PubMed:16054610
Annnotations
{"target":"https://pubannotation.org/docs/sourcedb/PubMed/sourceid/16054610","sourcedb":"PubMed","sourceid":"16054610","source_url":"http://www.ncbi.nlm.nih.gov/pubmed/16054610","text":"Towards the synthesis of aryl glucuronides as potential heparanase probes. An interesting outcome in the glycosidation of glucuronic acid with 4-hydroxycinnamic acid.\nThis work describes our preliminary efforts towards the development of aryl glucuronides as potential probes for heparanase. During the course of these initial investigations, attempted glycosidation of methyl 2,3,4-tri-O-acetyl-alpha-D-glucopyranosyluronate trichloroacetimidate with 4-hydroxycinnamic acid gave a complex mixture of four different components. These were identified as the 1-cinnamyl glucuronate ester 13, the cinnamyl linked disaccharide 14, the glucuronate trichloroacetamide 15, and the glucuronyl alpha-fluoride 16. This paper rationalises the formation of each of these products, and reports our efforts in trying to optimise the formation of the alpha-fluoride 16.","tracks":[{"project":"sentences","denotations":[{"id":"TextSentencer_T1","span":{"begin":0,"end":74},"obj":"Sentence"},{"id":"TextSentencer_T2","span":{"begin":75,"end":166},"obj":"Sentence"},{"id":"TextSentencer_T3","span":{"begin":167,"end":291},"obj":"Sentence"},{"id":"TextSentencer_T4","span":{"begin":292,"end":527},"obj":"Sentence"},{"id":"TextSentencer_T5","span":{"begin":528,"end":703},"obj":"Sentence"},{"id":"TextSentencer_T6","span":{"begin":704,"end":854},"obj":"Sentence"},{"id":"T1","span":{"begin":0,"end":74},"obj":"Sentence"},{"id":"T2","span":{"begin":75,"end":166},"obj":"Sentence"},{"id":"T3","span":{"begin":167,"end":291},"obj":"Sentence"},{"id":"T4","span":{"begin":292,"end":527},"obj":"Sentence"},{"id":"T5","span":{"begin":528,"end":703},"obj":"Sentence"},{"id":"T6","span":{"begin":704,"end":854},"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":"TextSentencer_T5","pred":"source","obj":"sentences"},{"subj":"TextSentencer_T6","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"},{"subj":"T5","pred":"source","obj":"sentences"},{"subj":"T6","pred":"source","obj":"sentences"}]}],"config":{"attribute types":[{"pred":"source","value type":"selection","values":[{"id":"sentences","color":"#93ecbd","default":true}]}]}}