Please use this identifier to cite or link to this item: https://hdl.handle.net/1959.11/20681
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dc.contributor.authorReeks, Timothyen
dc.contributor.authorJones, Alunen
dc.contributor.authorAlewood, Paul Fen
dc.contributor.authorBrust, Andreasen
dc.contributor.authorSridharan, Sindhujaen
dc.contributor.authorCorcilius, Leoen
dc.contributor.authorWilkinson, Brendanen
dc.contributor.authorThaysen-Andersen, Mortenen
dc.contributor.authorPayne, Richard Jen
dc.contributor.authorKini, R Manjunathaen
dc.contributor.authorDaly, Norelle Len
dc.date.accessioned2017-05-05T16:21:00Z
dc.date.issued2015en
dc.identifier.citationAngewandte Chemie (International Edition), 54(16), p. 4828-4831en
dc.identifier.issn1521-3773en
dc.identifier.issn1433-7851en
dc.identifier.urihttps://hdl.handle.net/1959.11/20681en
dc.description.abstractNatriuretic peptides (NP) play important roles in human cardiac physiology through their guanylyl cyclase receptors NPR-A and NPR-B. Described herein is a bifunctional O-glycosylated natriuretic peptide, TcNPa, from 'Tropidechis carinatus' venom and it unusually targets both NPR-A and NPR-B. Characterization using specific glycosidases and ETD-MS identified the glycan as galactosyl-β(1-3)-N-acetylgalactosamine (Gal-GalNAc) and was α-linked to the C-terminal threonine residue. TcNPa contains the characteristic NP 17-membered disulfide ring with conserved phenylalanine and arginine residues. Both glycosylated and nonglycosylated forms were synthesized by Fmoc solid-phase peptide synthesis and NMR analysis identified an α-helix within the disulfide ring containing the putative pharmacophore for NPR-A. Surprisingly, both forms activated NPR-A and NPR-B and were relatively resistant towards proteolytic degradation in plasma. This work will underpin the future development of bifunctional NP peptide mimetics.en
dc.languageenen
dc.publisherWiley-VCH Verlag GmbH & Co KGaAen
dc.relation.ispartofAngewandte Chemie (International Edition)en
dc.titleA Defined α-Helix in the Bifunctional O-Glycosylated Natriuretic Peptide TcNPa from the Venom of 'Tropidechis carinatus'en
dc.typeJournal Articleen
dc.identifier.doi10.1002/anie.201411914en
dc.subject.keywordsBiologically Active Moleculesen
dc.subject.keywordsProteins and Peptidesen
dc.subject.keywordsCharacterisation of Biological Macromoleculesen
local.contributor.firstnameTimothyen
local.contributor.firstnameAlunen
local.contributor.firstnamePaul Fen
local.contributor.firstnameAndreasen
local.contributor.firstnameSindhujaen
local.contributor.firstnameLeoen
local.contributor.firstnameBrendanen
local.contributor.firstnameMortenen
local.contributor.firstnameRichard Jen
local.contributor.firstnameR Manjunathaen
local.contributor.firstnameNorelle Len
local.subject.for2008030401 Biologically Active Moleculesen
local.subject.for2008030403 Characterisation of Biological Macromoleculesen
local.subject.for2008030406 Proteins and Peptidesen
local.subject.seo2008970106 Expanding Knowledge in the Biological Sciencesen
local.subject.seo2008929999 Health not elsewhere classifieden
local.profile.schoolSchool of Science and Technologyen
local.profile.emailbwilkin7@une.edu.auen
local.output.categoryC1en
local.record.placeauen
local.record.institutionUniversity of New Englanden
local.identifier.epublicationsrecordune-20170323-110728en
local.publisher.placeGermanyen
local.format.startpage4828en
local.format.endpage4831en
local.peerreviewedYesen
local.identifier.volume54en
local.identifier.issue16en
local.contributor.lastnameReeksen
local.contributor.lastnameJonesen
local.contributor.lastnameAlewooden
local.contributor.lastnameBrusten
local.contributor.lastnameSridharanen
local.contributor.lastnameCorciliusen
local.contributor.lastnameWilkinsonen
local.contributor.lastnameThaysen-Andersenen
local.contributor.lastnamePayneen
local.contributor.lastnameKinien
local.contributor.lastnameDalyen
dc.identifier.staffune-id:bwilkin7en
local.profile.orcid0000-0003-1866-6540en
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local.identifier.unepublicationidune:20874en
dc.identifier.academiclevelAcademicen
local.title.maintitleA Defined α-Helix in the Bifunctional O-Glycosylated Natriuretic Peptide TcNPa from the Venom of 'Tropidechis carinatus'en
local.output.categorydescriptionC1 Refereed Article in a Scholarly Journalen
local.description.statisticsepubsVisitors: 29<br />Views: 90<br />Downloads: 0en
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