Browsing by Author "Hermosilla-Ibanez, Patricio"
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- ItemA new strategy to build electrochemical enzymatic biosensors using a nanohybrid material based on carbon nanotubes and a rationally designed schiff base containing boronic acid(2024) Tamborelli, Alejandro; Mujica, Michael Lopez; Sanchez-Velasco, Oriel A.; Hormazabal-Campos, Cristobal; Perez, Edwin G.; Gutierrez-Cutino, Marlen; Venegas-Yazigi, Diego; Dalmasso, Pablo; Rivas, Gustavo; Hermosilla-Ibanez, PatricioWe report a nanohybrid material obtained by non-covalent functionalization of multi-walled carbon nanotubes (MWCNTs) with the new ligand (((1E,1 ' E)-(naphthalene-2,3-diylbis(azaneylylidene))bis(methaneylylidenedene)) bis (4-hyoxy-3,1-phenylene))doronic acid (SB-dBA), rationally designed to mimic some recognition properties of biomolecules like concanavalin A, for the development of electrochemical biosensors based on the use of glycobiomolecules as biorecognition element. We present, as a proof-of-concept, a hydrogen peroxide biosensor obtained by anchoring horseradish peroxidase (HRP) at a glassy carbon electrode (GCE) modified with the nanohybrid prepared by sonication of 2.0 mg mL- 1 MWCNTs and 0.50 mg mL- 1 SB-dBA in N,N-dimethyl formamide (DMF) for 30 min. The hydrogen peroxide biosensing was performed at -0.050 V in the presence of 5.0 x 10-4 M hydroquinone. The analytical characteristics of the resulting biosensor are the following: linear range between 0.175 mu M and 6.12 mu M, detection limit of 58 nM, and reproducibility of 2.0 % using the same nanohybrid (6 biosensors), and 9.0 % using three different nanohybrids. The sensor was successfully used to quantify hydrogen peroxide in enriched milk and human blood serum samples and in a commercial disinfector.
- ItemCopper-catalyzed intermolecular aminochlorination of alkenes(2018) Arteaga Arroyo, Gean Carlos; Saavedra-Olavarria, Jorge; Almendras Riesco, Sebastián Ignacio; Hermosilla-Ibanez, Patricio; Almodovar, Iriux; Pérez Hernández, Edwin Gregorio
- ItemFast Heating-Assisted One-Pot Copper-Catalyzed Sulfonylation and Sulfochlorination of Styrenes(2022) Saavedra-Olavarria, Jorge; Hermosilla-Ibanez, Patricio; Almodovar, Iriux; Perez, Edwin G.Here, a strategy for the synthesis under fast-heating conditions of vinyl sulfones and beta-chlorosulfones from styrene derivatives, tosyl chloride (TsCl) as sulfonyl and chlorine source, and CuBr-neocuproine as the catalytic system is reported. The reaction occurs through an atom transfer radical addition (ATRA) mechanism to generate the sulfochlorinated adducts followed by E2 elimination to generate the vinyl sulfones. This methodology allows a wide range of vinyl sulfones and beta-chlorosulfones to be obtained using inexpensive reagents in one and five minutes respectively. These reactions appear as an interesting fast and easy-to-handle alternative to obtain these compounds.
- ItemFunctionalization using biocompatible carboxylated cyclodextrins of iron-based nanoMIL-100(2021) Carmona, Thais; Marco, Jose F.; Gimenez-Marques, Monica; Canon-Mancisidor, Walter; Gutierrez-Cutino, Marlen; Hermosilla-Ibanez, Patricio; Perez, Edwin G.; Minguez Espallargas, Guillermo; Venegas-Yazigi, DiegoHere we report the first example of nanoMIL-100 particles modified with monomeric cyclodextrin derivatives of different length by exploiting strong interactions between non-saturated iron trimers at the external surface and carboxylate functionalities located at the end of biocompatible and flexible linkers of cyclodextrins. The main results revealed that, after the functionalization, the cyclodextrins are selectively located at the external surfaces covering the nanoparticles. Z potential measurements show that this functionalization induced changes respect to the bare nanoMIL-100 particles, however, the presence of the cyclodextrins does not modify the size neither porosity of the nanoparticles. The amount of cyclodextrins attached, investigated by thermogravimetry, increases with the length of the linker between CD cavity and nanoparticle surface, reaching up a 9 % wt. Auger spectroscopy suggested a clear predominant sp(3) character after the functionalizations (vs. sp(2) predominance in the unmodified nanoMIL-100). This study supposes the creation of an alternative family of hybrids based on carboxylated monomeric cyclodextrins.
- ItemN-Arylation of 3-Formylquinolin-2(1H)-ones Using Copper(II)-Catalyzed Chan-Lam Coupling(2022) Valencia, Jhesua; Sanchez-Velasco, Oriel A.; Saavedra-Olavarria, Jorge; Hermosilla-Ibanez, Patricio; Perez, Edwin G.; Insuasty, Daniel3-formyl-2-quinolones have attracted the scientific community's attention because they are used as versatile building blocks in the synthesis of more complex compounds showing different and attractive biological activities. Using copper-catalyzed Chan-Lam coupling, we synthesized 32 new N-aryl-3-formyl-2-quinolone derivatives at 80 degrees C, in air and using inexpensive phenylboronic acids as arylating agents. 3-formyl-2-quinolones and substituted 3-formyl-2-quinolones can act as substrates, and among the products, the p-methyl derivative 9a was used as a substrate to obtain different derivatives such as alcohol, amine, nitrile, and chalcone.
- ItemSynthesis of N-Arylcytisine Derivatives Using the Copper-Catalyzed Chan-Lam Coupling(2021) Sanchez-Velasco, Oriel A.; Saavedra-Olavarria, Jorge; Araya-Santelices, Daniel A. A.; Hermosilla-Ibanez, Patricio; Cassels, Bruce K.; Perez, Edwin G.N-Arylcytisine derivatives are quite rare. We report here a practical methodology to obtain these compounds. Using the copper-catalyzed Chan-Lam coupling, we synthesized new N-arylcytisine derivatives at room temperature, in air and using inexpensive phenylboronic acids. Cytisine and 3,5-dihalocytisines can act as substrates, and among the products, the p-Br-derivative 2r was used as a substrate to obtain biaryl derivatives under Pd-coupling conditions; ester 2j was converted into its acid and amide derivatives using classical carbodiimide conditions. This shows that the Chan-Lam cross-coupling reaction can be included as a versatile synthetic tool in the derivatization of natural products.