Please use this identifier to cite or link to this item: https://hdl.handle.net/1959.11/23174
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dc.contributor.authorWilkinson, Brendanen
dc.contributor.authorBornaghi, Laurenten
dc.contributor.authorPoulsen, Sally-Annen
dc.contributor.authorHouston, Todden
local.source.editorEditor(s): Stanley P Kaplanen
dc.date.accessioned2018-06-01T15:05:00Z
dc.date.issued2007en
dc.identifier.citationDrug Design Research Perspectives, p. 57-102en
dc.identifier.isbn1600218237en
dc.identifier.isbn9781600218231en
dc.identifier.urihttps://hdl.handle.net/1959.11/23174en
dc.description.abstractThe 1,3-dipolar cycloaddition reaction (1,3-DCR) of a 1,3-dipole to a dipolarophile for the synthesis of heterocycles is a ubiquitous transformation in synthetic organic chemistry. Recently, the Sharpless and Melda! groups have reported the dramatic rate enhancement (up to 107 times) and improved regioselectivity of the Huisgen 1,3-DCR of an organic azide to a terminal acetylene to afford, specifically a l ,4-disubstituted-1,2,3- triazole in the presence of a Cu1 catalyst. This Cu1 catalysed 1,3-DCR has successfully fulfilled the requirements of "click chemistry" as prescribed by Sharpless and within the past few years has become a premier component of the click chemistry paradigm. Click chemistry has proven to be of remarkable utility and broad scope, not only in organic synthesis, but in chemical biology and drug discovery. Click chemistry is highly modular and simplifies difficult syntheses. The biocompatibility of the reaction, tolerance towards a broad range of pH and relative inertness of acetylenes and azides within highly functionalised biological milieus has allowed click chemistry to become a viable bioconjugation strategy both for labelling biomolecules and for in situ lead discovery applications. More recently, click chemistry has emerged as a powerful conjugation strategy for the preparation of structurally diverse neoglycoconjugates of biomedical interest. This chapter aims to highlight recent developments appearing within the literature concerning the use of click chemistry in carbohydrate based drug discovery and glycobiology. Topics range from small molecule probes and drug leads, multivalent neoglycoconjugates acting as Iectin inhibitors and potential vaccines, to bioconjugation strategies for labelling of engineered cell surface glycans. The chapter aims to be comprehensive with commentary on future perspective.en
dc.languageenen
dc.publisherNova Science Publishers, Incen
dc.relation.ispartofDrug Design Research Perspectivesen
dc.titleClick Chemistry in Carbohydrate Based Drug Development and Glycobiologyen
dc.typeBook Chapteren
dc.subject.keywordsBiologically Active Moleculesen
dc.subject.keywordsMolecular Medicineen
dc.subject.keywordsOrganic Chemical Synthesisen
local.contributor.firstnameBrendanen
local.contributor.firstnameLaurenten
local.contributor.firstnameSally-Annen
local.contributor.firstnameTodden
local.subject.for2008030503 Organic Chemical Synthesisen
local.subject.for2008030401 Biologically Active Moleculesen
local.subject.for2008030405 Molecular Medicineen
local.subject.seo2008970103 Expanding Knowledge in the Chemical Sciencesen
local.subject.seo2008970106 Expanding Knowledge in the Biological Sciencesen
local.profile.schoolSchool of Science and Technologyen
local.profile.emailbwilkin7@une.edu.auen
local.output.categoryB1en
local.record.placeauen
local.record.institutionUniversity of New Englanden
local.identifier.epublicationsrecordune-20180515-140645en
local.publisher.placeNew York, United Statesen
local.identifier.totalchapters10en
local.format.startpage57en
local.format.endpage102en
local.contributor.lastnameWilkinsonen
local.contributor.lastnameBornaghien
local.contributor.lastnamePoulsenen
local.contributor.lastnameHoustonen
dc.identifier.staffune-id:bwilkin7en
local.profile.orcid0000-0003-1866-6540en
local.profile.roleauthoren
local.profile.roleauthoren
local.profile.roleauthoren
local.profile.roleauthoren
local.identifier.unepublicationidune:23358en
dc.identifier.academiclevelAcademicen
local.title.maintitleClick Chemistry in Carbohydrate Based Drug Development and Glycobiologyen
local.output.categorydescriptionB1 Chapter in a Scholarly Booken
local.relation.urlhttps://nla.gov.au/anbd.bib-an41735495en
local.description.statisticsepubsVisitors: 5<br />Views: 13<br />Downloads: 0en
local.search.authorWilkinson, Brendanen
local.search.authorBornaghi, Laurenten
local.search.authorPoulsen, Sally-Annen
local.search.authorHouston, Todden
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