Kinetics of enzymatic synthesis of monoferuloyl glycerol and diferuloyl glycerol by transesterification in [BMIM]PF6

Sun, Shangde; Chen, Xiaowei

doi:10.1016/j.bej.2015.02.002

Cited by 23 publications

(8 citation statements)

References 32 publications

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“…However, excessive enzyme also leads to aggregate and great mass limitation, which results in the low hydrolysis rate at the highest enzyme load (15%). A similar effect of high enzyme load on the reaction can also be found in other reactions (Albasi et al, 1999;Al-Zuhair et al, 2003;Sun and Chen, 2015).…”

Section: Effect Of Enzyme Loadsupporting

confidence: 74%

Enzymatic production of sterculic acid from the novel Phoenix tree seed oil: Optimization and kinetic study

Hou

Sun

2017

Grasas y Aceites

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SUMMARY:Phoenix tree (Firmiana simplex) seed oil is a novel oil which is rich in sterculic acid. Sterculic acid, a cyclopropene fatty acid, can be used as the inhibitor of the stearoyl-CoA desaturase system and mammary carcinomas growth. In this work, Lipozyme TLIM-catalyzed hydrolysis of the novel Phoenix tree seed oil was used to prepare sterculic acid. High temperature GC-FID and the degree of hydrolysis (DH) were used to monitor the reaction progress. Effects of reaction variables on the hydrolysis were evaluated and optimized using response surface methodology. Results showed that sterculic acid can be successfully prepared from the novel seed oil, and the effect of reaction variables on the hydrolysis decreased in the order of reaction time > enzyme load > temperature. RESUMEN: Producción enzimática de ácido estercúlico a partir del nuevo aceite de semillas del árbol fenix: optimización y estudio cinético. El aceite de semilla del árbol fenix (Firmiana simplex) es un nuevo tipo de aceite rico en ácido estercúlico. Este es un ácido graso ciclopropeno, que se puede utilizar como inhibidor del sistema de estearoyl-CoA desaturasa y del crecimiento de los carcinomas mamarios. En este trabajo, se utilizó la hidrólisis catalizada por Lipozyme TLIM del nuevo aceite de semilla de árbol fenix para preparar ácido estercúlico. Se utilizaron GC-FID a alta temperatura y el grado de hidrólisis (DH) para monitorizar el progreso de la reacción. Los efectos de las variables de reacción de hidrólisis se evaluaron y optimizaron utilizando la metodología de superficie de respuesta. Los resultados mostraron que el ácido estercúlico puede prepararse con éxito a partir del nuevo aceite de semilla, y el efecto de las variables de reacción en la hidrólisis disminuyó en el orden de tiempo de reacción> carga enzimática> temperatura. Se pueden obtener altos rendimientos de ácidos grasos (DH, 98,2 ± 0,8%) en condiciones optimizadas (45 ºC, relación masa de agua a aceite 10: 1, carga enzimática 10% y 18 h). La ecuación de Arrhenius para la hidrólisis fue LnV 0 = 9,12 − 4721/T. La energía de activación fue 39,25KJ/mol. Los valores cinéticos de Vmax, K/m fueron 0,232 mol/(L • min) y 0,084 mol/L, respectivamente. Citation/Cómo citar este artículo: Hou X, Sun S. 2017. Enzymatic production of sterculic acid from the novel Phoenix tree seed oil: Optimization and kinetic study. Grasas Aceites 68 (2), e197. http://dx

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Section: Effect Of Enzyme Loadsupporting

confidence: 74%

Enzymatic production of sterculic acid from the novel Phoenix tree seed oil: Optimization and kinetic study

Hou

Sun

2017

Grasas y Aceites

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“…and diferuloyl glycerol (DFG) are lower than 0.1% (Sun & Chen, 2015). In comparison to chemical methods, enzymatic synthesis of FGs involves high catalytic efficiency in mild reaction conditions, low energy consumption and high enantioselectivity (Compton et al, 2012).…”

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confidence: 99%

Feruloyl esterases: Biocatalysts to overcome biomass recalcitrance and for the production of bioactive compounds

Oliveira

Mota

Oliva

et al. 2019

Bioresource Technology

105

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Ferulic acid and its hydroxycinnamate derivatives represent one of the most abundant forms of low molecular weight phenolic compounds in plant biomass. Feruloyl esterases are part of a microorganism's plant cell wall-degrading enzymatic arsenal responsible for cleaving insoluble wall-bound hydroxycinnamates and soluble cytosolic conjugates. Stimulated by industrial requirements, accelerating scientific discoveries and knowledge transfer, continuous improvement efforts have been made to identify, create and repurposed biocatalysts dedicated to plant biomass conversion and biosynthesis of high-added value molecules. Here we review the basic knowledge and recent advances in biotechnological characteristics and the gene content encoding for feruloyl esterases. Information about several enzymes is systematically organized according to their function, biochemical properties, substrate specificity, and biotechnological applications. This review contributes to further structural, functional, and biotechnological R&D both for obtaining hydroxycinnamates from agricultural by-products as well as for lignocellulose biomass treatments aiming for production of bioethanol and other derivatives of industrial interest.

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“…According to the previous methods, , HPLC with a C18 column was used to analyze the samples. The elution was carried out at 0.8 mL/min with 0.5% glacial acetic acid aqueous solution (solvent A) and methanol (solvent B).…”

Section: Methodsmentioning

confidence: 99%

Synthesis of Lipophilic Caffeoyl Alkyl Ester Using a Novel Natural Deep Eutectic Solvent

2020

Self Cite

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In this work, a novel method for lipophilic caffeoyl alkyl ester production was developed using a natural deep eutectic solvent (DES) consisting of choline chloride and caffeic acid (CA) as the caffeoyl donor. Cation-exchange resins were used as the catalyst to catalyze the esterification of fatty alcohols with the DES. Effects of the caffeoyl donor and reaction variables were investigated. Reaction thermodynamics were also analyzed. The results showed that the lipophilic caffeoyl alkyl ester production can be enhanced using the DES as the caffeoyl donor, and cation-exchange resin A-35 showed the best catalytic activity for the reaction. Under the optimized conditions (85 °C, stearyl alcohol/CA 8:1 (mol/mol), A-35 load 5% and 24 h), the maximum octodecyl caffeate (OC) yield (90.69 ± 2.71%) and CA conversion (95.17 ± 2.76%) were obtained with the DES as the caffeoyl donor, which were much higher than those obtained with solid CA as the caffeoyl donor (OC yield 40.97 ± 2.37% and CA conversion 44.26 ± 1.69%). The activation energy of CA conversion (67.57 kJ/mol) with the DES was lower than that with solid CA (90.19 kJ/mol). In addition, the mass transfer limitation can be decreased with the DES. Compared with solid CA as the caffeoyl donor, a fast reaction rate and low mass transfer limitation were obtained using the DES as the caffeoyl donor.

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Kinetics of enzymatic synthesis of monoferuloyl glycerol and diferuloyl glycerol by transesterification in [BMIM]PF6

Cited by 23 publications

References 32 publications

Enzymatic production of sterculic acid from the novel Phoenix tree seed oil: Optimization and kinetic study

Enzymatic production of sterculic acid from the novel Phoenix tree seed oil: Optimization and kinetic study

Feruloyl esterases: Biocatalysts to overcome biomass recalcitrance and for the production of bioactive compounds

Synthesis of Lipophilic Caffeoyl Alkyl Ester Using a Novel Natural Deep Eutectic Solvent

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