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Synthesis of 4,6-Difluoro-Tryptophan as a Probe for Protein 19F NMR

dc.contributor.authorMonnie, Christina M.
dc.contributor.authorHernández Morales, Iker
dc.contributor.authorMeléndez Pacheco, Raixie
dc.contributor.authorBhinderwala, Fatema
dc.contributor.authorSoloshonok, Vadim A.
dc.contributor.authorGronenborn, Angela M.
dc.contributor.authorLanda Álvarez, Aitor
dc.contributor.authorOyarbide Garmendia, Juan Miguel ORCID
dc.date.accessioned2024-06-12T16:37:50Z
dc.date.available2024-06-12T16:37:50Z
dc.date.issued2024-03-25
dc.identifier.citationAdvanced Synthesis & Catalysis : (2024)
dc.identifier.issn1615-4169
dc.identifier.issn1615-4150
dc.identifier.urihttp://hdl.handle.net/10810/68415
dc.description.abstractA scalable procedure for the synthesis of 4,6-difluorotryptophan is reported based on a deaminative coupling of a 4,6-difluorogramine with 2-benzylthio-1,5-dihydro-4H-imidazolone as glycine equivalent. Thus prepared 4,6-difluorotryptophan was incorporated into the C-terminal domain of the HIV-1 capsid protein (CA-CTD), and 19F spectra of the 4,6-difluoro Trp CA CTD were recorded and compared to the singly fluorinated counterparts.es_ES
dc.description.sponsorshipWe thank the Basque Government (EJ, grant IT1583-22) and Agencia Estatal de Investigación (grants PID2019-109633GB-C21/AEI/10.13039/501100011033 and PID2022-137153NB-C21/AEI/10.13039/501100011033) for financial support. The authors are grateful for the technical and human support provided by SGIker (UPV/EHU/ERDF, EU). I.H. thanks EJ for a fellowship. R.M-P. was supported by the Health Sciences Diversity Scholars Program at the University of Pittsburgh and F.B. by a post-doctoral fellowship from the American Heart Association. The work in the Gronenborn laboratory was supported by NIH grant U54AI170791.es_ES
dc.language.isoenges_ES
dc.publisherWiley-VCH GmbH, Weinheimes_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectfluorinated tryptophanses_ES
dc.subjectamino acid synthesises_ES
dc.subjectgramines couplinges_ES
dc.subjectprotein 19F NMRes_ES
dc.titleSynthesis of 4,6-Difluoro-Tryptophan as a Probe for Protein 19F NMRes_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.holder© 2024 The Authors. Advanced Synthesis & Catalysis published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License.*
dc.relation.publisherversionhttps://onlinelibrary.wiley.com/doi/full/10.1002/adsc.202400031es_ES
dc.identifier.doi10.1002/adsc.202400031
dc.identifier.doi10.1002/adsc.202400031
dc.departamentoesQuímica orgánica Ies_ES
dc.departamentoeuKimika organikoa Ies_ES


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© 2024 The Authors. Advanced Synthesis & Catalysis published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License.
Except where otherwise noted, this item's license is described as © 2024 The Authors. Advanced Synthesis & Catalysis published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License.