Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/89273
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dc.contributorDepartment of Applied Biology and Chemical Technologyen_US
dc.creatorKo, HMen_US
dc.creatorDeng, JRen_US
dc.creatorCui, JFen_US
dc.creatorKung, KKYen_US
dc.creatorLeung, YCen_US
dc.creatorWong, MKen_US
dc.date.accessioned2021-03-05T07:39:01Z-
dc.date.available2021-03-05T07:39:01Z-
dc.identifier.issn0968-0896en_US
dc.identifier.urihttp://hdl.handle.net/10397/89273-
dc.language.isoenen_US
dc.publisherPergamon Pressen_US
dc.rights© 2020 Elsevier Ltd. All rights reserveden_US
dc.rights© 2020. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/.en_US
dc.rightsThe following publication Ko, H.-M., Deng, J.-R., Cui, J.-F., Kung, K. K.-Y., Leung, Y.-C., & Wong, M.-K. (2020). Selective modification of alkyne-linked peptides and proteins by cyclometalated gold(III) (C^N) complex-mediated alkynylation. Bioorganic & Medicinal Chemistry, 28(7), 115375 is available at https://dx.doi.org/10.1016/j.bmc.2020.115375.en_US
dc.subjectAlkynylationen_US
dc.subjectBioconjugation reactionen_US
dc.subjectGold complexesen_US
dc.subjectProtein modificationen_US
dc.titleSelective modification of alkyne-linked peptides and proteins by cyclometalated gold(III) (C^N) complex-mediated alkynylationen_US
dc.typeJournal/Magazine Articleen_US
dc.identifier.volume28en_US
dc.identifier.issue7en_US
dc.identifier.doi10.1016/j.bmc.2020.115375en_US
dcterms.abstractAlkyne is a useful functionality incorporated in proteins for site-selective bioconjugation reactions. Although effective bioconjugation reactions such as copper(I)-catalyzed and/or copper-free 1,3-dipolar cycloadditions of alkynes and azides are the most common approaches, the development of new alkyne-based bioconjugation reactions is still an ongoing interest in chemical biology. In this work, a new approach has been developed for selective modification of alkyne-linked peptides and proteins through the formation of arylacetylenes by a cross-coupling reaction of 6-membered ring cyclometalated gold(III) (C^N) complexes (HC^N = 2-arylpyridines) with terminal alkynes. Screening of the reaction conditions with a series of cyclometalated gold(III) complexes with phenylacetylene gave an excellent yield (up to 82%) by conducting the reaction in slightly alkaline aqueous conditions. The reaction scope was expanded to various alkynes, including alkyne-linked peptides to achieve up to >99% conversion. Using fluorescent dansyl (1l) and BODIPY (1m)-linked gold(III) complexes, alkyne-linked lysozyme has been selectively modified.en_US
dcterms.accessRightsopen accessen_US
dcterms.bibliographicCitationBioorganic & medicinal chemistry, 1 Apr. 2020, v. 28, no. 7, 115375en_US
dcterms.isPartOfBioorganic & medicinal chemistryen_US
dcterms.issued2020-04-01-
dc.identifier.scopus2-s2.0-85080024469-
dc.identifier.pmid32122753-
dc.identifier.eissn1464-3391en_US
dc.identifier.artn115375en_US
dc.description.validate202103 bcvcen_US
dc.description.oaAccepted Manuscripten_US
dc.identifier.FolderNumbera0589-n03-
dc.identifier.SubFormID310-
dc.description.fundingSourceRGCen_US
dc.description.fundingTextPolyU 5031/11Pen_US
dc.description.pubStatusPublisheden_US
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