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dc.contributor.authorPearson, Andrewen_US
dc.contributor.authorKiefel, Miltonen_US
dc.contributor.authorFerro, Vitoen_US
dc.contributor.authorvon Itzstein, Marken_US
dc.contributor.editorRichard Kellyen_US
dc.date.accessioned2017-04-24T10:09:03Z
dc.date.available2017-04-24T10:09:03Z
dc.date.issued2011en_US
dc.date.modified2011-09-22T06:47:16Z
dc.identifier.issn14770520en_US
dc.identifier.doi10.1039/c1ob05165ben_AU
dc.identifier.urihttp://hdl.handle.net/10072/40868
dc.description.abstractHeparanase degrades heparan sulfate (HS) chains on proteoglycans; elevated levels of heparanase expression correlate with tumour cell metastatic potential and vascularity, and reduced post-operative survival of cancer patients. Consequently, heparanase expression is considered a biomarker for cancer detection. Although several heparanase assays have been developed, most require the preparation of heterogeneous, (radio)labelled HS substrates and rely on the separation of enzymatically-degraded products on the basis of molecular size. In studies directed towards the development of a more direct heparanase assay, a series of glucuronides and glycosyl glucuronides were synthesised as putative heparanase substrates. These compounds were designed with various aryl aglycones that could be measured spectrophotometrically upon hydrolysis of the glycosidic linkage by heparanase. It was found that the N-sulfated 4-nitrophenyl glycosyl glucuronide 24 and the N-sulfated methylumbelliferyl glycosyl glucuronide 26 were hydrolysed by recombinant human heparanase. These compounds represent the simplest substrates of heparanase reported to date.en_US
dc.description.peerreviewedYesen_US
dc.description.publicationstatusYesen_AU
dc.languageEnglishen_US
dc.language.isoen_AU
dc.publisherThe Royal Society of Chemistryen_US
dc.publisher.placeUnited Kingdomen_US
dc.relation.ispartofstudentpublicationNen_AU
dc.relation.ispartofpagefrom4614en_US
dc.relation.ispartofpageto4625en_US
dc.relation.ispartofjournalOrganic & Biomolecular Chemistryen_US
dc.relation.ispartofvolume9en_US
dc.rights.retentionYen_AU
dc.subject.fieldofresearchMedicinal and Biomolecular Chemistry not elsewhere classifieden_US
dc.subject.fieldofresearchOrganic Chemical Synthesisen_US
dc.subject.fieldofresearchcode030499en_US
dc.subject.fieldofresearchcode030503en_US
dc.titleSynthesis of simple heparanase substratesen_US
dc.typeJournal articleen_US
dc.type.descriptionC1 - Peer Reviewed (HERDC)en_US
dc.type.codeC - Journal Articlesen_US
gro.facultyGriffith Health, School of Medical Scienceen_US
gro.date.issued2011
gro.hasfulltextNo Full Text


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