Amyloid-like Fibrils from a Diphenylalanine Capped with an Aromatic Fluorenyl

Martí, D. ; Mayans, E. ; Gil, A.M. ; Díaz, A. ; Jiménez, A.I. (Universidad de Zaragoza) ; Yousef, I. ; Keridou, I. ; Cativiela, C. (Universidad de Zaragoza) ; Puiggalí, J. ; Alemán, C.

Resumen: The self-assembly behavior of a diphenylalanine amphiphile blocked at the C-terminus with a 9-fluorenylmethyl ester and stabilized at the N-terminus with a trifluoroacetate (TFA) anion, TFA·FF-OFm, has been examined. At low peptide concentration (0.5 mg/mL), long amyloid-like fibrils, which come from the fusion of two or more helical ribbons and/or thinner fibrils, organized in bundles or as individual entities are detected. Microbeam synchrotron radiation infrared spectroscopy has shown that TFA·FF-OFm molecules in amyloid-like fibrils arrange, forming antiparallel ß-sheets. Alteration of the experimental conditions to prioritize the thermodynamic contribution with respect to the kinetic one in the self-assembly process inhibits the organization of amyloid-like structures in favor of the formation of conventional fibrous structures. On the basis of experimental observations, a structural model where the individual antiparallel ß-sheets are oriented in parallel has been proposed for TFA·FF-OFm amyloid-like fibrils.

Idioma: Inglés

DOI: 10.1021/acs.langmuir.8b03378

Año: 2018

Publicado en: Langmuir 34, 50 (2018), 15551-15559
ISSN: 0743-7463

Factor impacto JCR: 3.683 (2018)

Categ. JCR: CHEMISTRY, PHYSICAL rank: 53 / 148 = 0.358 (2018) - Q2 - T2
Categ. JCR: CHEMISTRY, MULTIDISCIPLINARY rank: 55 / 172 = 0.32 (2018) - Q2 - T1
Categ. JCR: MATERIALS SCIENCE, MULTIDISCIPLINARY rank: 76 / 293 = 0.259 (2018) - Q2 - T1

Factor impacto SCIMAGO: 1.209 - Condensed Matter Physics (Q1) - Electrochemistry (Q1) - Surfaces and Interfaces (Q1) - Medicine (miscellaneous) (Q1) - Spectroscopy (Q1) - Materials Science (miscellaneous) (Q1)

Financiación: info:eu-repo/grantAgreement/ES/DGA/E19-17R
Financiación: info:eu-repo/grantAgreement/ES/MINECO-FEDER/CTQ2013-40855-R
Financiación: info:eu-repo/grantAgreement/ES/MINECO-FEDER/MAT2015-69367-R
Financiación: info:eu-repo/grantAgreement/ES/MINECO-FEDER/MAT2015-69547-R

Tipo y forma: Artículo (PostPrint)

Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)