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Artículo

Immobilization of alkyl-pterin photosensitizer on silicon surfaces through in situ SN2 reaction as suitable approach for photodynamic inactivation of Staphylococcus aureus

Urrutia, María NoelIcon ; Sosa, María JoséIcon ; Pissinis, Diego EzequielIcon ; Canneva, AntonelaIcon ; Miñan, Alejandro GuillermoIcon ; Vignoni, MarianaIcon ; Calvo, AlejandraIcon ; Thomas, Andrés HéctorIcon ; Schilardi, Patricia LauraIcon
Fecha de publicación: 02/2021
Editorial: Elsevier Science
Revista: Colloids and Surfaces B: Biointerfaces
ISSN: 0927-7765
Idioma: Inglés
Tipo de recurso: Artículo publicado
Clasificación temática:
Físico-Química, Ciencia de los Polímeros, Electroquímica

Resumen

The tuning of surface properties through functionalization is an important field of research with a broad spectrum of applications. Self-assembled monolayers (SAMs) allow the surface tailoring through the adsorption of molecular layers having the appropriate functional group or precursor group enabling in situ chemical reactions and thus to the incorporation of new functionalities. The latter approach is particularly advantageous when the incorporation of huge groups is needed. In this study, we report the immobilization of pterin moieties on 11-bromoundecyltrichlorosilane-modified silicon substrates based on the in situ replacement of the bromine groups by pterin (Ptr), the parent derivative of pterins, by means of a nucleophilic substitution reaction. The modified surface was structurally characterized through a multi-technique approach, including high-resolution XPS analysis, contact angle measurements, and AFM. The designed synthesis method leads to the functionalization of the silicon surface with two compounds, O-undecyl-Ptr and N-undecyl-Ptr, with a higher proportion of the N-derivative (1:8 ratio). The alkyl-pterins immobilized via the proposed strategy, retain their photochemical properties, being able to inhibit Staphylococcus aureus growth under irradiation (84.3 ± 15.6 % reduction in viable cells). Our results open the possibility for the modification of several materials, such as glass and metal, through the formation of SAMs having the proper head group, thus allowing the design of photosensitive surfaces with potential microbiological self-cleaning properties.
Palabras clave: ALKYL-PTERIN , PHOTODYNAMIC INACTIVATION , PHOTOSENSITIVE SURFACES , STAPHYLOCOCCUS AUREUS , SURFACE MODIFICATION
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info:eu-repo/semantics/restrictedAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)
Identificadores
URI: http://hdl.handle.net/11336/171706
DOI: http://dx.doi.org/10.1016/j.colsurfb.2020.111456
URL: https://www.sciencedirect.com/science/article/pii/S0927776520308122
Colecciones
Articulos(INIFTA)
Articulos de INST.DE INV.FISICOQUIMICAS TEORICAS Y APLIC.
Citación
Urrutia, María Noel; Sosa, María José; Pissinis, Diego Ezequiel; Canneva, Antonela; Miñan, Alejandro Guillermo; et al.; Immobilization of alkyl-pterin photosensitizer on silicon surfaces through in situ SN2 reaction as suitable approach for photodynamic inactivation of Staphylococcus aureus; Elsevier Science; Colloids and Surfaces B: Biointerfaces; 198; 111456; 2-2021; 1-7
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