Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules

Diazoacetyl groups have been shown to undergo spontaneous cycloaddition reactions with strained alkenes and alkynes. The rates of reaction are similar to the equivalent reactions of azide groups. This allows diazo groups to be used as bioorthogonal reporter groups. This is demonstrated by fluorescen...

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Detalles Bibliográficos
Autores: Josa-Culleré, Laia, Wainman, Yelena A., Brindle, Kevin M., Leeper, Finian J.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/413052
Acceso en línea:http://hdl.handle.net/10261/413052
https://api.elsevier.com/content/abstract/scopus_id/84908228871
Access Level:acceso abierto
Palabra clave:Diazoacetyl groups
Medicinal chemistry
http://metadata.un.org/sdg/9
http://metadata.un.org/sdg/3
Ensure healthy lives and promote well-being for all at all ages
Build resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation
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spelling Diazo group as a new chemical reporter for bioorthogonal labelling of biomoleculesJosa-Culleré, LaiaWainman, Yelena A.Brindle, Kevin M.Leeper, Finian J.Diazoacetyl groupsMedicinal chemistryhttp://metadata.un.org/sdg/9http://metadata.un.org/sdg/3Ensure healthy lives and promote well-being for all at all agesBuild resilient infrastructure, promote inclusive and sustainable industrialization and foster innovationDiazoacetyl groups have been shown to undergo spontaneous cycloaddition reactions with strained alkenes and alkynes. The rates of reaction are similar to the equivalent reactions of azide groups. This allows diazo groups to be used as bioorthogonal reporter groups. This is demonstrated by fluorescent labelling of a diazoacetylated protein and of cell-surface glycans via metabolic incorporation of a diazoacetylated sugar. This journal isWe thank Will Crone and Terence Kwan for technical assistance and Henning Stöckmann for the TMDIBO–PEG–biotin. L.J.C. was in receipt of the scholarship La Caixa and Y.A.W. was recipient of Cancer Research UK funding.Peer reviewedRoyal Society of Chemistry (UK)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202620262014info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/413052https://api.elsevier.com/content/abstract/scopus_id/84908228871reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)InglésRsc Advanceshttps://doi.org/10.1039/C4RA08861ASíinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/4130522026-05-22T06:33:51Z
dc.title.none.fl_str_mv Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules
title Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules
spellingShingle Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules
Josa-Culleré, Laia
Diazoacetyl groups
Medicinal chemistry
http://metadata.un.org/sdg/9
http://metadata.un.org/sdg/3
Ensure healthy lives and promote well-being for all at all ages
Build resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation
title_short Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules
title_full Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules
title_fullStr Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules
title_full_unstemmed Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules
title_sort Diazo group as a new chemical reporter for bioorthogonal labelling of biomolecules
dc.creator.none.fl_str_mv Josa-Culleré, Laia
Wainman, Yelena A.
Brindle, Kevin M.
Leeper, Finian J.
author Josa-Culleré, Laia
author_facet Josa-Culleré, Laia
Wainman, Yelena A.
Brindle, Kevin M.
Leeper, Finian J.
author_role author
author2 Wainman, Yelena A.
Brindle, Kevin M.
Leeper, Finian J.
author2_role author
author
author
dc.contributor.none.fl_str_mv Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Diazoacetyl groups
Medicinal chemistry
http://metadata.un.org/sdg/9
http://metadata.un.org/sdg/3
Ensure healthy lives and promote well-being for all at all ages
Build resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation
topic Diazoacetyl groups
Medicinal chemistry
http://metadata.un.org/sdg/9
http://metadata.un.org/sdg/3
Ensure healthy lives and promote well-being for all at all ages
Build resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation
description Diazoacetyl groups have been shown to undergo spontaneous cycloaddition reactions with strained alkenes and alkynes. The rates of reaction are similar to the equivalent reactions of azide groups. This allows diazo groups to be used as bioorthogonal reporter groups. This is demonstrated by fluorescent labelling of a diazoacetylated protein and of cell-surface glycans via metabolic incorporation of a diazoacetylated sugar. This journal is
publishDate 2014
dc.date.none.fl_str_mv 2014
2026
2026
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/413052
https://api.elsevier.com/content/abstract/scopus_id/84908228871
url http://hdl.handle.net/10261/413052
https://api.elsevier.com/content/abstract/scopus_id/84908228871
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Rsc Advances
https://doi.org/10.1039/C4RA08861A
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Royal Society of Chemistry (UK)
publisher.none.fl_str_mv Royal Society of Chemistry (UK)
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,812455

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