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dc.contributor.author
Pérez Madrigal, Maria M.
dc.contributor.author
Gil, Ana M.
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Casanovas, Jordi
dc.contributor.author
Jiménez, Ana I.
dc.contributor.author
Macor, Lorena Paola
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dc.contributor.author
Alemán, Carlos
dc.date.available
2023-07-24T16:51:20Z
dc.date.issued
2022-08
dc.identifier.citation
Pérez Madrigal, Maria M.; Gil, Ana M.; Casanovas, Jordi; Jiménez, Ana I.; Macor, Lorena Paola; et al.; Self-assembly pathways in a triphenylalanine peptide capped with aromatic groups; Elsevier Science; Colloids and Surfaces B: Biointerfaces; 216; 8-2022; 1-15
dc.identifier.issn
0927-7765
dc.identifier.uri
http://hdl.handle.net/11336/205068
dc.description.abstract
Peptide derivatives and, most specifically, their self-assembled supramolecular structures are being considered in the design of novel biofunctional materials. Although the self-assembly of triphenylalanine homopeptides has been found to be more versatile than that of homopeptides containing an even number of residues (i.e. diphenylalanine and tetraphenylalanine), only uncapped triphenylalanine (FFF) and a highly aromatic analog blocked at both the N- and C-termini with fluorenyl-containing groups (Fmoc-FFF-OFm), have been deeply studied before. In this work, we have examined the self-assembly of a triphenylalanine derivative bearing 9-fluorenylmethyloxycarbonyl and benzyl ester end-capping groups at the N- and C-termini, respectively (Fmoc-FFF-OBzl). The antiparallel arrangement clearly dominates in β-sheets formed by Fmoc-FFF-OBzl, whereas the parallel and antiparallel dispositions are almost isoenergetic in Fmoc-FFF-OFm β-sheets and the parallel one is slightly favored for FFF. The effects of both the peptide concentration and the medium on the self-assembly process have been examined considering Fmoc-FFF-OBzl solutions in a wide variety of solvent:co-solvent mixtures. In addition, Fmoc-FFF-OBzl supramolecular structures have been compared to those obtained for FFF and Fmoc-FFF-OFm under identical experimental conditions. The strength of π-π stacking interactions involving the end-capping groups plays a crucial role in the nucleation and growth of supramolecular structures, which determines the resulting morphology. Finally, the influence of a non-invasive external stimulus, ultrasounds, on the nucleation and growth of supramolecular structures has been examined. Overall, FFF-based peptides provide a wide range of supramolecular structures that can be of interest in the biotechnological field.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Elsevier Science
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dc.rights
info:eu-repo/semantics/restrictedAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
AROMATIC INTERACTIONS
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BETA-SHEET
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HIERARCHICAL STRUCTURES
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PHENYLALANINE HOMOPEPTIDES
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SUPRAMOLECULAR STRUCTURES
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TRIPHENYLALANINE
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Otras Ciencias Químicas
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dc.subject.classification
Ciencias Químicas
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dc.subject.classification
CIENCIAS NATURALES Y EXACTAS
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dc.title
Self-assembly pathways in a triphenylalanine peptide capped with aromatic groups
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2023-07-20T15:58:39Z
dc.identifier.eissn
1873-4367
dc.journal.volume
216
dc.journal.pagination
1-15
dc.journal.pais
Países Bajos
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dc.journal.ciudad
Amsterdam
dc.description.fil
Fil: Pérez Madrigal, Maria M.. Universidad Politécnica de Catalunya; España
dc.description.fil
Fil: Gil, Ana M.. Universidad de Zaragoza; España
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Fil: Casanovas, Jordi. Universidad de Lleida; España
dc.description.fil
Fil: Jiménez, Ana I.. Universidad de Zaragoza; España
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Fil: Macor, Lorena Paola. Universidad Politécnica de Catalunya; España. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Instituto de Investigaciones en Tecnologías Energéticas y Materiales Avanzados. - Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Tecnologías Energéticas y Materiales Avanzados; Argentina
dc.description.fil
Fil: Alemán, Carlos. Universidad Politécnica de Catalunya; España. Instituto de Bioingeniería de Cataluña; España
dc.journal.title
Colloids and Surfaces B: Biointerfaces
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dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1016/j.colsurfb.2022.112522
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0927776522002053
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