Andalusian Center for Nanomedicine and Biotechnology BIONand

La Roda de Andalucía, Spain

Andalusian Center for Nanomedicine and Biotechnology BIONand

La Roda de Andalucía, Spain

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Pais V.F.,University of Huelva | Alcaide M.M.,University of Huelva | Lopez-Rodriguez R.,CSIC - Institute of Chemical and Environmental Research | Collado D.,University of Malaga | And 10 more authors.
Chemistry - A European Journal | Year: 2015

Six strongly fluorescent four-coordinate organoboron N,C chelates containing an aryl isoquinoline skeleton were prepared. Remarkably, the fluorescence quantum yields reach values of up to 0.74 in oxygen-free toluene. The strong B-N interaction was corroborated by the single-crystal X-ray analysis of two dyes. The intramolecular charge-transfer character of the fluorophores was evidenced by solvatochromism studies and time-dependent DFT calculations at the PCM(toluene)/CAM-B3LYP/6-311++G(2d,p)//PCM(toluene)/B3LYP/6-311G(2d,p) level of theory. The compounds combine high chemical stability with high photostability, especially when equipped with electron-donating substituents. The strong fluorescence and the large Stokes shifts predestine these compounds for use in confocal fluorescence microscopy. This was demonstrated for the imaging of the N13 mouse microglial cell line. Moreover, significant two-photon absorption cross sections (up to 61 GM) allow the use of excitation wavelengths in the near-infrared region (>800 nm). © 2015 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.


Vida Y.,Andalusian Center for Nanomedicine and Biotechnology BIONand | Vida Y.,University of Malaga | Montanez M.I.,Andalusian Center for Nanomedicine and Biotechnology BIONand | Montanez M.I.,Carlos Haya Hospital | And 14 more authors.
Journal of Materials Chemistry B | Year: 2013

Dendrimeric antigens (DeAn), which are synthetic antigens where the role of the carrier protein is performed by a dendrimer, were supported on silica particles to assemble DeAn@SiO2 composites. These organic-inorganic hybrid materials were carefully characterized and the preparation methodology was confirmed to be highly reproducible. DeAn@SiO2 containing the allergenic determinant amoxicillin (AXO) proved effective in detecting and quantifying IgE in sera from patients allergic to amoxicillin, in a specific and selective way. This new material is thus a promising candidate for improving in vitro clinical diagnostic practice. This journal is © The Royal Society of Chemistry 2013.


Ruiz-Sanchez A.J.,Andalusian Center for Nanomedicine and Biotechnology BIONand | Ruiz-Sanchez A.J.,University of Malaga | Montanez M.I.,Andalusian Center for Nanomedicine and Biotechnology BIONand | Montanez M.I.,Carlos Haya Hospital | And 13 more authors.
Current Medicinal Chemistry | Year: 2012

Complex functional materials consisting of bioactive molecules immobilized on solid supports present potential applications in biosensoring. Advances in the fabrication of these surface materials are of growing interest for antibody-based diagnosis. This work exploits dendrimers as versatile nanostructures for templating sensor surfaces and the critical role of the immobilization protocol in the solid supports cellulose and zeolites, of organic and inorganic composition respectively. The fabrication and characterization, including the degree of functionalization and reproducibility, of different nanostructured materials are described. To validate the approach, the fabricated supports were further used as a solid phase for developing a radioimmunoassay to detect immunoglobulin E (IgE) specific to penicillin, the antibody involved in immediate allergy responses to this drug. The dendrimer-modified supports provide assays with significantly enhanced sensitivity, as well as increase the availability of biomolecules for specific interaction and minimize nonspecific adsorptions through appropriate functionalization protocols in each case. The manufacturing methodology involved the use of a long, flexible hydrophilic spacer in the cellulose materials, and a higher surface density of the immobilized dendrimers in the zeolite crystals. The ability of hybrid zeolite materials in such biosensing applications was evaluated for the first time. The assays were validated in human serum samples from patients allergic to penicillin and from non-allergic controls. The specificity and improved sensitivity of the dendrimer-modified supports make these strategies versatile for different bioactive molecules and could have significant implications for the quantification of a wide range of specific IgE antibodies and other biomolecules of diagnostic interest. © 2012 Bentham Science Publishers.


Ruiz-Sanchez A.J.,University of Malaga | Ruiz-Sanchez A.J.,Andalusian Center for Nanomedicine and Biotechnology BIONand | Mesa-Antunez P.,University of Malaga | Mesa-Antunez P.,Andalusian Center for Nanomedicine and Biotechnology BIONand | And 10 more authors.
Polymer Chemistry | Year: 2015

Over recent years the importance of dendrimers has continued to increase in both life and material sciences. Multiple chemical strategies have been described toward the preparation of dendrimeric structures. Here, we present a new approach for the production of all-aliphatic polyamide dendrimers. In our approach, iterative 3,3′-diaminopivalic acid connections act as building blocks for dendrimer construction. 3,3′-Diazidopivalic acid units underpin a two-step pathway involving carboxylic acid-amine condensation, followed by azide reduction. The carboxylic acid-amine condensation step can be carried out by conventional methods, while the hydrogen-catalyzed azide-to-amine reduction is a clean process particularly appropriate for dendrimer preparation. Spectroscopic characterization of functionalized surface azides (Gn-N3) and amines (Gn-NH2) confirm the proposed structures. These dendrimers were studied in explicit solvent by atomistic forcefield-based molecular dynamics to characterize structural properties such as shape, radius and monomer distribution. Our results show that these compounds are similar in size and shape, with Gn-NH2 having a slightly bigger size and exhibiting lower terminal unit backfolding. © 2015 The Royal Society of Chemistry.


Collado D.,University of Malaga | Collado D.,Andalusian Center for Nanomedicine and Biotechnology BIONand | Remon P.,University of Huelva | Vida Y.,University of Malaga | And 6 more authors.
Chemistry - An Asian Journal | Year: 2014

Aminonaphthalimide-BODIPY energy transfer cassettes were found to show very fast (kEET≈1010-1011 s-1) and efficient BODIPY fluorescence sensitization. This was observed upon one-and two-photon excitation, which extends the application range of the investigated bichromophoric dyads in terms of accessible excitation wavelengths. In comparison with the direct excitation of the BODIPY chromophore, the two-photon absorption cross-section δ of the dyads is significantly incremented by the presence of the aminonaphthalimide donor [δ≈10 GM for the BODIPY versus 19-26 GM in the dyad at λexc=840 nm; 1 GM (Goeppert-Mayer unit)=10-50 cm4 s molecule-1 photon-1]. The electronic decoupling of the donor and acceptor, which is a precondition for the energy transfer cassette concept, was demonstrated by time-dependent density functional theory calculations. The applicability of the new probes in the one-and two-photon excitation mode was demonstrated in a proof-of-principle approach in the fluorescence imaging of HeLa cells. To the best of our knowledge, this is the first demonstration of the merging of multiphoton excitation with the energy transfer cassette concept for a BODIPY-containing dyad. Take two: Aminonaphthalimide-BODIPY energy transfer cassettes were designed in order to take advantage for bioimaging from one-and two-photon excitation coupled with energy transfer. The bichromophoric dyads showed ultrafast and highly efficient energy transfer and were used for confocal fluorescence microscopy imaging of HeLa cells as bio-relevant models. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Collado D.,University of Malaga | Collado D.,Andalusian Center for Nanomedicine and Biotechnology BIONand | Vida Y.,University of Malaga | Vida Y.,Andalusian Center for Nanomedicine and Biotechnology BIONand | And 4 more authors.
RSC Advances | Year: 2014

Neutral water-soluble aza-dipyrromethene boron difluoride (aza-BODIPY) derivatives are synthesized for biological imaging applications. Aqueous solubility is increased by optimizing the synthetic conditions to obtain aza-BODIPYs with several tetraethyleneglycol groups. Their spectral properties and assays performed on cultured cells, demonstrate the potential of these compounds as near-infrared (NIR) emitting fluorescent probes. © 2014 The Royal Society of Chemistry.


Vida Y.,University of Malaga | Vida Y.,Andalusian Center for Nanomedicine and Biotechnology BIONand | Collado D.,University of Malaga | Collado D.,Andalusian Center for Nanomedicine and Biotechnology BIONand | And 8 more authors.
RSC Advances | Year: 2016

Mesenchymal stem cells (MSCs) are promising candidates for a range of tissue regeneration applications. Adequate scaffolds are necessary for their application in vivo, where interactions between cells and the surface material are critical. Arginine-glycine-aspartic acid tripeptides (RGD) were conjugated to polyamidoamine (PAMAM) dendrimers and used to pre-treat test surfaces. We demonstrate that pre-treatment with dendrimer-presented tripeptides efficiently increases MSC adhesion to a polystyrene test surface, and that treatment effectiveness is related to how tripeptides are presented by the dendrimer to the cell. We tested both R-G-D-dendrimer and dendrimer-R-G-D arrangements and found the former to be optimal in terms of surface adhesion. © 2016 The Royal Society of Chemistry.

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