Solid-phase synthesis of biaryl cyclic lipopeptides derived from arylomycins
dc.contributor.author
dc.date.accessioned
2020-11-23T07:38:25Z
dc.date.available
2020-11-23T07:38:26Z
dc.date.issued
2020-09-04
dc.identifier.uri
dc.description.abstract
An efficient approach for the solid-phase synthesis of N-methylated tailed biaryl cyclic lipopeptides based on the structure of arylomycins was established. Each of these analogues incorporates an N-terminal linear lipopeptide attached to a biaryl cyclic tripeptide containing a Phe−Tyr, a Tyr−Tyr, or a His−Tyr linkage. This methodology first involved an intramolecular Suzuki−Miyaura arylation of a linear peptidyl resin incorporating the corresponding halogenated amino acid at the N-terminus and a boronotyrosine at the C-terminus. After N-methylation of the resulting biaryl cyclic peptidyl resin, the N-methylated lipopeptidyl tail was then assembled. The biaryl cyclic lipopeptides were purified and characterized
dc.description.sponsorship
This work was supported by Grants AGL2009-13255-C02-02/AGR, AGL2012-39880-C02-02/AGR, MPCUdG2016/038, and RTI2018-099410-B-C22 (MCIU/
AEI/FEDER, EU)
dc.format.extent
12 p.
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
American Chemical Society (ACS)
dc.relation
info:eu-repo/grantAgreement/MICINN//AGL2009-13255-C02-02/ES/Control Biotecnologico Del Fuego Bacteriano. Utilizacion De Peptidos Antimicrobianos Sinteticos Derivados De Bacteriocinas Y De Ciclolipopeptidos/
info:eu-repo/grantAgreement/MINECO//AGL2012-39880-C02-02/ES/NUEVAS ESTRATEGIAS DE CONTROL DEL FUEGO BACTERIANO. PEPTIDOS SINTETICOS ESTIMULADORES DE DEFENSA EN EL HUESPED/
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-099410-B-C22/ES/PEPTIDOS DIRIGIDOS A DIANAS Y PROCESOS CLAVE PARA EL CONTROL DE XYLELLA FASTIDIOSA. DISEÑO, SINTESIS Y OPTIMIZACION/
dc.relation.isformatof
Reproducció digital del document publicat a: https://doi.org/10.1021/acsomega.0c03352
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© ACS Omega, 2020, vol. 5, núm. 36, p. 23401-23412
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Articles publicats (D-Q)
dc.rights
ACS Choice License
dc.source
Ng-Choi, Iteng Figueras, Eduard Oliveras Rovira, Àngel Feliu Soley, Lídia Planas i Grabuleda, Marta 2020 Solid-phase synthesis of biaryl cyclic lipopeptides derived from arylomycins ACS Omega 5 36 23401 23412
dc.subject
dc.title
Solid-phase synthesis of biaryl cyclic lipopeptides derived from arylomycins
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
032066
dc.contributor.funder
dc.type.peerreviewed
peer-reviewed
dc.relation.FundingProgramme
dc.relation.ProjectAcronym
dc.identifier.eissn
2470-1343