Lozano Rodríguez, Pedro

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Lozano Rodríguez, Pedro

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Lozano Rodríguez, Pedro

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Universidad de Murcia. Departamento de Bioquímica y Biología Molecular"B" e Inmunología

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Open Access
Highly selective biocatalytic synthesis of monoacylglycerides in sponge-like ionic liquids
(RSC, 2017) Gómez, Celia; Sánchez-Gómez, Gregorio; García-Verdugo, Eduardo; Luis, Santiago V.; Lozano Rodríguez, Pedro; Nieto Cerón, Susana; Bioquímica y Biología Molecular B e Inmunología
The biocatalytic synthesis of monoacylglycerides (MAGs) was carried out by the direct esterification of fatty acids (i.e. oleic, palmitic, myristic and lauric acids, respectively) with glycerol in different ionic liquids (ILs) based on cations with long alkyl side-chains (i.e. 1-hexadecyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide [C16mim][NTf2], 1-dodecyl-3-methylimidazolium tetrafluoroborate [C12mim][BF4]). Although all ILs have been shown as suitable reaction media for Novozym 435-catalyzed esterification of glycerol with free fatty acid, a highly selective selectivity of MAGs was only observed for the [C12mim][BF4] case (i.e up to 99% selectivity and yield for the monolaurin case). Furthermore, as these ILs are temperature switchable ionic liquid/solid phases that behave as sponge-like system, a straightforward protocol for IL-free MSGs recovery, based on iterative centrifugations at controlled temperature, has been developed.
Open Access
Comunicaciones Póster.-Síntesis enzimática de monooleato de glicerilo en líquidos iónicos con comportamiento esponja
(2020-06-02) Gómez García, Celia; Bernal, Juana; Lozano Rodríguez, Pedro; Facultades, Departamentos, Servicios y Escuelas::Departamentos de la UMU::Bioquímica y Biología Molecular B e Inmunología
Open Access
(Bio) Catalytic Continuous Flow Processes in scCO2 and/or ILs: Towards Sustainable: (Bio)Catalytic Synthetic Platforms
(2011) García Verdugo, Eduardo; Santiago Vicente, Luis; Pucheault, Mathieu; Vaultier, Michel; Lozano Rodríguez, Pedro; Bioquímica y Biología Molecular B e Inmunología
Open Access
Energías renovables.- SÍNTESIS ENZIMÁTICA DE BIODIESEL EN LÍQUIDOS IÓNICOS CON COMPORTAMIENTO ESPONJA
(2020-04-28) GÓMEZ GARCÍA, Celia; NICOLÁS SAAVEDRA, Ángel; SÁNCHEZ GÓMEZ, Gregorio; Lozano Rodríguez, Pedro; Nieto Cerón, Susana; Facultades, Departamentos, Servicios y Escuelas::Facultades de la UMU::Facultad de Química
RESUMEN Los líquidos iónicos tipo esponja (SLILs) son líquidos iónicos hidrófobos basados en cationes alquilo con largas cadenas laterales que cambian de estado líquido a sólido con la temperatura (ejemplo: ([C16tma][NTF2]). Son una nueva clase de disolvente, cuyo uso ha dado lugar a una revolución de la química verde por su única gama de propiedades físico-químicas, encabezadas por su insignificante presión de vapor y su excepcional capacidad para estabilizar los biocatalizadores. Los SLILs se han utilizado para desarrollar procesos limpios para la síntesis biocatalítica de compuestos de alto valor añadido [1] y su separación mediante métodos sencillos. Además en fase líquida, los SLILs han demostrado ser excelentes disolventes, generando medios líquidos monofásicos a temperaturas compatibles con la catálisis enzimática [2,3,4]. En esta comunicación se presentan las cualidades de los SLILs para desarrollar procesos sencillos y limpios para la síntesis de compuestos sintéticos casi puros, por ejemplo oleato de metilo (biodiesel) por transesterificación de triacilglicéridos con metanol con un rendimiento del 100% en 8 horas a 60◦C en dos etapas: una etapa de síntesis enzimática en fase líquida, y luego una etapa de separación del producto por centrifugación, resultando en un sistema trifásico con preservación total de la actividad del biocatalizador para su posterior reutilización en sucesivos ciclos.
Open Access
Energías renovables.- SÍNTESIS ENZIMÁTICA DE BIOCOMBUSTIBLES OXIGENADOS EN LÍQUIDOS IÓNICOS TIPO ESPONJA
(2020-04-29) NICOLÁS SAAVEDRA, Ángel; GÓMEZ GARCÍA, Celia; SÁNCHEZ-GÓMEZ, Gregorio; Lozano Rodríguez, Pedro; Nieto Cerón, Susana; Facultades, Departamentos, Servicios y Escuelas::Departamentos de la UMU::Química Inorgánica
RESUMEN La síntesis biocatalítica de los biocombustibles oxigenados (ésteres grasos de solketilo, FASEs) y biodiesel (ésteres grasos de metilo, FAMEs) ha sido llevada a cabo por esterificación directa de ácidos grasos (por ejemplo, ácido laúrico, mirístico, palmítico y oleico) con solketal o metanol, y la transesterificación de aceites vegetales (por ejemplo, aceites de girasol, oliva, algodón y usado de cocina) con los mismos alcoholes, en líquidos iónicos hidrofóbicos (ILs) basado en cationes con larga cadena de carbonos (por ejemplo, [C18tma][NTf2] Bis(tri- fluorometilsulfonil)imida de 1-metil-3- octadecilimidazolio). Estos ILs hidrofóbicos son conmutables variando la temperatura en fases líquido / sólido que se comportan como un sistema similar a una esponja. Como fases líquidas, son excelentes medios de reacción monofásicos para las biotransformaciones propuestas con todos los sustratos grasos mencionados, por ejemplo cerca del 100 % de rendimiento de FASEs y FAMEs en 6h a 60oC. Mediante el uso de aceite de cocina usado mezclado con ácidos grasos como sustrato, biocombustibles verdes conteniendo ambos FASEs y FAMEs, pueden fácilmente ser preparados. Además, la mezcla puede ser fácilmente separada mediante iterativas centrifugaciones a temperaturas controladas en tres fases, que son el IL sólido, agua y FAMEs+FASEs que conduce a un enfoque sencillo y limpio que permite la recuperación completa del IL para su posterior reutilización y el simple aislamiento del producto.
Open Access
Chemo-enzymatic production of omega-3 monoacylglycerides using sponge-like ionic liquids and supercritical carbon dioxide
(2020-07-22) Alvarez, Elena; Donaire González, Antonio; Garcia-Verdugo, Eduardo; Luis, Santiago V; Lozano Rodríguez, Pedro; Nieto Cerón, Susana; Villa Aroca, Rocío; Bioquímica y Biología Molecular B e Inmunología
A clean chemo-enzymatic synthesis of omega-3 monoacylglycerides was carried out by two consecutive catalytic steps, the enzymatic transesterification of raw fish or linseed oil with solketal for producing fatty acid solketyl esters, followed by the hydrolysis of these solketal moieties catalysed by solid acids (e.g. zeolites) in either supercritical carbon dioxide (scCO2) or sponge-like ionic liquids (SLILs). By using scCO2 as reaction/extraction medium, an excellent performance of both coupled catalytic steps was observed when t-butanol was used as a co-solvent, resulting in a 100% monoacylglyceride yield for seven days under continuous operation and without any loss in catalytic activity. For discontunuous operation, the process involved two separated steps in SLIL and water, respectively, leading to 100% product yield and IL-free monoacylglyceride product by following a cooling and centrifugation protocol, which allow for the full recovery of the enzyme / SLIL / zeolite components of the reaction system that could be reused for at least 6 cycles with unchanged catalytic performance.
Open Access
Biocatalytic synthesis of panthenyl monoacyl esters in ionic liquids and deep eutectic solvents
(Royal Society of Chemistry, 2019-05-21) Álvarez, Elena; Bernal, Juana M.; Donaire González, Antonio; Villa Aroca, Rocío; Lozano Rodríguez, Pedro; Nieto Cerón, Susana; Bioquímica y Biología Molecular B e Inmunología
The enzymatic synthesis of six panthenyl monoacyl esters (PMEs) was carried out by the direct esterification of fatty acids (i.e. capric, lauric, myristic, palmitic, oleic and linoleic acids, respectively) with panthenol in different ionic liquids (ILs) based on cations with a long alkyl side-chain (e.g. 1-dodecyl-3-methylimidazolium tetrafluoroborate [C12mim][BF4], etc.). All the assayed ILs were seen to be suitable reaction media for Novozym 435-catalyzed synthesis of PMEs (i.e. up to 90% conversion and 100% selectivity), enabling easy recovery and the reuse of both biocatalyst and IL. Alternatively, mixtures of panthenol with free fatty acids were seen to act as deep eutectic solvents (DES), that were excellent reaction media for the biocatalytic synthesis of PMEs (i.e. up to 83% conversion and 98% selectivity in the case of the panthenyl monolaurate), the enzymatic activity remaining unchanged for seven consecutive cycles of reuse. The enzymatic synthesis of PMEs by direct esterification using the DES approach can be considered as a clean and useful process for the sustainable industrial scaling up of panthenyl acyl ester production.
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Sustainable chemo-enzymatic synthesis of glycerol carbonate (meth)acrylate from glycidol and carbon dioxide enabled by ionic liquid technologies
(Royal Society of Chemistry, 2021-05-06) Villa Aroca, Rocío; Porcar, Raul; Nieto Cerón, Susana; Donaire González, Antonio; García-Verdugo, Eduardo; Luis, Santiago V.; Lozano Rodríguez, Pedro; Bioquímica y Biología Molecular B e Inmunología; Facultad de Química
A sustainable chemo-enzymatic process for producing both glycerol carbonate acrylate (GCA) and glycerol carbonate methacrylate (GCMA), as useful monomers for the preparation of biodegradable plastic materials, has been carried out by taking advantage of ionic liquid (IL) technologies. The process consiste of two consecutive catalytic steps, which can be carried out by either sequential or one-pot experimental approaches. Glycidyl (meth)acrylate was firstly synthesized by enzymatic transesterification of (meth)acrylate vinyl ester with glycidol in Sponge Like Ionic Liquids (SLILs) as the reaction medium (100% yield after 6 h at 60 °C). SLILs not only provided a suitable reaction medium, but also allowed the simple isolation of the resulting glycidyl esters as an IL-free pure fraction through a straightforward cooling/centrifugation protocol. The second step consisted of the synthesis of GCA, or GCMA, as the outcome of the cycloaddition of CO2 to the obtained glycidyl acrylate or glycidyl methacrylate, respectively, catalysed by a covalently attached 1-decyl-2-methylimidazolium moiety (Supported Ionic Liquid-Like Phase, SILLP) in a solvent-free system and under mild conditions (60 °C, 1–10 bar), leading to up to 100% yield after 6 h. The components of the reaction system (biocatalyst/SLIL/SILLP) can be fully recovered and reused for atleast 6 cycles with unchanged catalytic performance.
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Clarificación de zumos de prunus mediante pectinasas inmovilizadas /Pedro Lozano Rodriguez ; director José Luis Iborra Pastor, Arturo Manjón Rubio.
(Murcia : Universidad de Murcia, Departamento de Bioquímica y Biología Molecular,, 1988) Iborra Pastor, José Luis; Manjón Rubio, Arturo; Lozano Rodríguez, Pedro
Open Access
A green chemo-enzymatic approach for CO2 capture and transformation into bis(cyclic carbonate) esters in solvent-free media
(American Chemical Society, 2024-10-02) Ruiz, Francisco J.; Velasco, Francisco; Porcar, Raul; Garcia Verdugo, Eduardo; Villa Aroca, Rocío; Lozano Rodríguez, Pedro; Nieto Cerón, Susana; Bioquímica y Biología Molecular B e Inmunología
A sustainable approach for CO2 capture and chemo-enzymatic transformation into bis(cyclic carbonate) esters from CO2, glycidol and organic anhydrides under solvent-free conditions has been demonstrated. The chemo-enzymatic process is based in two consecutive catalytic steps, which can be executed through separated operations, or within a one-pot combo system, taking advantage of the synergic effects that emerge from integrating ionic liquid (ILs) technologies and biocatalysts. In a first step, lipase-catalyzed transesterification and esterification reactions of different diacyl donors (e.g. glutaric anhydride, succinic anhydride, dimethyl succinate, etc.) with glycidol in solvent-free under mild reaction conditions (70 °C, 6 h), producing the corresponding diglycidyl esters derivatives up to 41% yield. By a second step, the synthesis of bis(cyclic carbonate) esters was carried out as results of the cycloaddition reaction of CO2 (from an exhausted gas source, 15% CO2 purity) on these diglycidyl esters, catalyzed by the covalently attached 1-decyl-2-methylimidazolium IL (Supported Ionic Liquid-Like Phase, SILLP), in solvent-free, leading up to 65% yield after 8 h at 50 °C and 1MPa CO2 pressure. Both key elements of the reaction system (biocatalyst and SILLP) were successfully recovered and reused for at least 5 operational cycles. Finally, different metrics have been applied to assess the greenness of the solvent-free chemo-enzymatic synthesis of bis(cyclic carbonate) esters here reported.