Rational Design of Cyclic Antimicrobial Peptides Based on BPC194 and BPC198
dc.contributor.author
dc.date.accessioned
2017-07-19T08:59:47Z
dc.date.available
2017-07-19T08:59:47Z
dc.date.issued
2017-06-24
dc.identifier.uri
dc.description.abstract
A strategy for the design of antimicrobial cyclic peptides derived from the lead compounds c(KKLKKFKKLQ) (BPC194) and c(KLKKKFKKLQ) (BPC198) is reported. First, the secondary β-structure of BPC194 and BPC198 was analyzed by carrying out molecular dynamics (MD) simulations. Then, based on the sequence pattern and the β-structure of BPC194 or BPC198, fifteen analogues were designed and synthesized on solid-phase. The best peptides (BPC490, BPC918, and BPC924) showed minimum inhibitory concentration (MIC) values <6.2 μM against Pseudomonas syringae pv. syringae and Xanthomonas axonopodis pv. vesicatoria, and an MIC value of 12.5 to 25 μM against Erwinia amylovora, being as active as BPC194 and BPC198. Interestingly, these three analogues followed the structural pattern defined from the MD simulations of the parent peptides. Thus, BPC490 maintained the parallel alignment of the hydrophilic pairs K1–K8, K2–K7, and K4–K5, whereas BPC918 and BPC924 included the two hydrophilic interactions K3–Q10 and K5–K8. In short, MD simulations have proved to be very useful for ascertaining the structural features of cyclic peptides that are crucial for their biological activity. Such approaches could be further employed for the development of new antibacterial cyclic peptides
dc.description.sponsorship
This work was supported by the Ministerio de Economía y Competitividad (MINECO) [grant
numbers AGL2009-13255-C02-02/AGR, AGL2012-39880-C02-02 and AGL2015-69876-C2-2-R].
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
MDPI (Multidisciplinary Digital Publishing Institute)
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/MINECO//AGL2015-69876-C2-2-R/ES/PEPTIDOS CONJUGADOS PARA EL CONTROL DE BACTERIAS FITOPATOGENAS DE CUARENTENA/
dc.relation.isformatof
Reproducció digital del document publicat a: https://doi.org/10.3390/molecules22071054
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Molecules, 2017, vol. 22, núm. 7, p. 1054
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Articles publicats (D-Q)
dc.rights
Attribution 4.0 Spain
dc.rights.uri
dc.subject
dc.title
Rational Design of Cyclic Antimicrobial Peptides Based on BPC194 and BPC198
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.embargo.terms
Cap
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
027166
dc.contributor.funder
dc.relation.ProjectAcronym
dc.identifier.eissn
1420-3049