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dc.contributor.authorKwan, TT-L
dc.contributor.authorBoutureira, O
dc.contributor.authorFrye, EC
dc.contributor.authorWalsh, SJ
dc.contributor.authorGupta, MK
dc.contributor.authorWallace, S
dc.contributor.authorWu, Y
dc.contributor.authorZhang, F
dc.contributor.authorSore, HF
dc.contributor.authorGalloway, WRJD
dc.contributor.authorChin, JW
dc.contributor.authorWelch, M
dc.contributor.authorBernardes, GJL
dc.contributor.authorSpring, DR
dc.date.accessioned2017-05-24T12:10:51Z
dc.date.available2017-05-24T12:10:51Z
dc.date.issued2017-05-01
dc.identifier.issn2041-6520
dc.identifier.urihttps://www.repository.cam.ac.uk/handle/1810/264391
dc.description.abstractTransition metal catalysis has emerged as a powerful strategy to expand synthetic flexibility of protein modification. Herein, we report a cationic Ru(II) system that enables the first example of alkyne hydrosilylation between dimethylarylsilanes and $\textit{O}$-propargyl-functionalized proteins using a substoichiometric amount or low-loading of Ru(II) catalyst to achieve the first C–Si bond formation on full-length substrates. The reaction proceeds under physiological conditions at a rate comparable to other widely used bioorthogonal reactions. Moreover, the resultant $\textit{gem}$-disubstituted vinylsilane linkage can be further elaborated through thiol–ene coupling or fluoride-induced protodesilylation, demonstrating its utility in further rounds of targeted modifications.
dc.description.sponsorshipThis work was supported by the EU, EPSRC, BBSRC, MRC, Wellcome Trust and ERC (FP7/2007-2013; 279337/DOS). We thank Dr André Neves and Prof. Kevin Brindle for providing the C2Am protein. T. T.-L. Kwan acknowledges a scholarship from the Cambridge Trusts and the Croucher Foundation of Hong Kong and O. B. thanks the European Commission (Marie Curie IEF) for financial support. S. J. W. acknowledges a scholarship from AstraZeneca and the Cambridge Trusts. S. W. is the recipient of a Career Development Fellowship from the Medical Research Council. G. J. L. B. is a Royal Society University Research Fellow and the recipient of an ERC Staring Grant (TagIt). Work in the Chin lab was supported by the Medical Research Council, UK (MC_U105181009 and MC_UP_A024_1008) to J. W. C.
dc.language.isoen
dc.publisherRoyal Society of Chemistry
dc.rightsAttribution 4.0 International
dc.rightsAttribution 4.0 International
dc.rightsAttribution 4.0 International
dc.rightsAttribution 4.0 International
dc.rightsAttribution 4.0 International
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.titleProtein modification via alkyne hydrosilylation using a substoichiometric amount of ruthenium(II) catalyst
dc.typeArticle
prism.endingPage3878
prism.issueIdentifier5
prism.publicationDate2017
prism.publicationNameChemical Science
prism.startingPage3871
prism.volume8
dc.identifier.doi10.17863/CAM.9880
dcterms.dateAccepted2017-03-04
rioxxterms.versionofrecord10.1039/c6sc05313k
rioxxterms.versionVoR
rioxxterms.licenseref.urihttp://creativecommons.org/licenses/by/4.0/
rioxxterms.licenseref.startdate2017-05-01
dc.contributor.orcidWalsh, Stephen [0000-0002-3164-1519]
dc.contributor.orcidSore, Hannah [0000-0002-6542-0394]
dc.contributor.orcidChin, Jason [0000-0003-1219-4757]
dc.contributor.orcidWelch, Martin [0000-0003-3646-1733]
dc.contributor.orcidLopes Bernardes, Goncalo [0000-0001-6594-8917]
dc.contributor.orcidSpring, David [0000-0001-7355-2824]
dc.identifier.eissn2041-6539
rioxxterms.typeJournal Article/Review
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/J016012/1)
pubs.funder-project-idEuropean Research Council (279337)
pubs.funder-project-idRoyal Society (WM150022)
pubs.funder-project-idThe Royal Society (uf110046)
pubs.funder-project-idEuropean Research Council (676832)
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/M003647/1)
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/P020291/1)
pubs.funder-project-idEuropean Commission (EC) (852985)
cam.issuedOnline2017-03-14


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