PubMed:16054610 JSONTXT

{"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#"}],"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."}