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1.
Colloids Surf B Biointerfaces ; 177: 94-104, 2019 May 01.
Article in English | MEDLINE | ID: mdl-30711763

ABSTRACT

Due to the its physical-chemical properties, alumina nanoparticles have potential applications in several areas, such as nanobiomaterials for medicinal or orthodontic implants, although the introduction of these devices poses a serious risk of microbial infection. One convenient strategy to circumvent this problem is to associate the nanomaterials to antimicrobial peptides with broad-spectrum of activities. In this study we present two novel synthesis approaches to obtain fibrous type alumina nanoparticles covalently bound to antimicrobial peptides. In the first strategy, thiol functionalized alumina nanoparticles were linked via disulfide bond formation to a cysteine residue of an analog of the peptide BP100 containing a four amino acid spacer (Cys-Ala-Ala-Ala). In the second strategy, alumina nanoparticles were functionalized with azide groups and then bound to alkyne-decorated analogs of the peptides BP100 and DD K through a triazole linkage obtained via a copper(I)-catalyzed cycloaddition reaction. The complete physical-chemical characterization of the intermediates and final materials is presented along with in vitro biological assays and membrane interaction studies, which confirmed the activity of the obtained nanobiostructures against both bacteria and fungi. To our knowledge, this is the first report of aluminum nanoparticles covalently bound to triazole-peptides and to a disulfide bound antimicrobial peptide with high potential for biotechnological applications.


Subject(s)
Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/pharmacology , Antifungal Agents/chemical synthesis , Antifungal Agents/pharmacology , Disulfides/pharmacology , Nanoparticles/chemistry , Peptides/pharmacology , Triazoles/pharmacology , Aluminum Oxide/chemistry , Aluminum Oxide/pharmacology , Anti-Bacterial Agents/chemistry , Antifungal Agents/chemistry , Candida/drug effects , Disulfides/chemistry , Escherichia coli/drug effects , Fusarium/drug effects , Microbial Sensitivity Tests , Molecular Structure , Particle Size , Peptides/chemical synthesis , Peptides/chemistry , Surface Properties , Triazoles/chemistry
2.
Colloids Surf B Biointerfaces ; 163: 275-283, 2018 Mar 01.
Article in English | MEDLINE | ID: mdl-29329073

ABSTRACT

The functionalization of alumina nanoparticles of specific morphology with antimicrobial peptides (AMP) can be a promising strategy for modeling medical devices and packaging materials for cosmetics, medicines or food, since the contamination by pathogens could be reduced. In this paper, we show the synthesis of a fibrous-like alumina nanobiostructure, as well as its functionalization with the peptide EAAA-BP100, an analog of the antimicrobial peptide BP100. The antibacterial activity of the obtained material against some bacterial strains is also investigated. The covalent binding of the peptide to the nanoparticles was promoted by a reaction between the carboxyl group of the glutamate side chain (E1) of the peptide and the amino groups of the alumina nanoparticles, previously modified by reaction with 3-aminopropyltrietoxysilane (APTES). The functionalized nanoparticles were characterized by zeta potential measurements, Fourier transform infrared spectroscopy, and other physicochemical techniques. Although the obtained alumina nanobiostructure shows a relatively low degree of substitution with EAAA-BP100, antibacterial activities against Escherichia coli and Salmonella typhimurium strains are appreciably higher than the activities of the free peptide. The obtained results can affect the design of new hybrid nanobiomaterials based on nanoparticles functionalized with AMP.


Subject(s)
Aluminum Oxide/chemistry , Nanostructures/chemistry , Oligopeptides/chemistry , Oligopeptides/chemical synthesis , Amino Acid Sequence , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Fluoresceins/chemistry , Microbial Sensitivity Tests , Nanostructures/ultrastructure , Oligopeptides/pharmacology , Propylamines/chemistry , Silanes/chemistry , Spectroscopy, Fourier Transform Infrared , Static Electricity , Temperature , X-Ray Diffraction
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