Kinetic modelling of the synthesis of 2-hydroxy-5-hexenyl 2-chlorobutyrate ester by an immobilised lipase

García, Ricardo López; García, Tomás Gallardo; Martı́nez, Mercedes; Aracil, José

doi:10.1016/s1369-703x(00)00056-5

Cited by 17 publications

(13 citation statements)

References 13 publications

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“…We have noticed that the enzyme has lost its activity 32 h after immobilization (results not shown) in contrast to the activity of the immobilized Lipozyme IM, which remained stable for more than 180 days of continuous working without losing catalytic activity [39]. It should be noticed, however, that although the atf has moderate stability after immobilization the margins of its activity are enough to allow short-term experiments, as those conducted here.…”

Section: Resultsmentioning

confidence: 54%

Mimicking Insect Communication: Release and Detection of Pheromone, Biosynthesized by an Alcohol Acetyl Transferase Immobilized in a Microreactor

et al. 2012

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Infochemical production, release and detection of (Z,E)-9,11-tetradecadienyl acetate, the major component of the pheromone of the moth Spodoptera littoralis, is achieved in a novel microfluidic system designed to mimic the final step of the pheromone biosynthesis by immobilized recombinant alcohol acetyl transferase. The microfluidic system is part of an “artificial gland”, i.e., a chemoemitter that comprises a microreactor connected to a microevaporator and is able to produce and release a pre-defined amount of the major component of the pheromone from the corresponding (Z,E)-9,11-tetradecadienol. Performance of the entire chemoemitter has been assessed in electrophysiological and behavioral experiments. Electroantennographic depolarizations of the pheromone produced by the chemoemitter were ca. 40% relative to that evoked by the synthetic pheromone. In a wind tunnel, the pheromone released from the evaporator elicited on males a similar attraction behavior as 3 virgin females in most of the parameters considered.

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Section: Resultsmentioning

confidence: 54%

Mimicking Insect Communication: Release and Detection of Pheromone, Biosynthesized by an Alcohol Acetyl Transferase Immobilized in a Microreactor

et al. 2012

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“…The kinetic model established in the present study was considered as an inherent reaction kinetic model. The sequential mechanism is often used in kinetic models of enzymatic reactions …”

Section: Resultsmentioning

confidence: 99%

“…Based on the earlier assumptions, an ordered sequential mechanism of the enzymatic reaction is discussed later. As shown in Scheme , the mechanism of reactions (1)–(4) is proposed and schematically illustrated.…”

Section: Model Developmentmentioning

confidence: 99%

Synthesis of mitomycin analogs catalyzed by coupling of laccase with lipase and the kinetic model

Zhang

Sun

Ren

et al. 2020

J of Chemical Tech & Biotech

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BACKGROUND Mitomycin C (MMC) is one of the most important members of the mitomycin family that have been widely used as a strong antineoplastic antibiotic for treating various tumors. In this study, enzymatic oxidation/amination reaction of 2‐methyl‐1,4‐hydroquinone with n‐butylamine was carried out to synthesize 2‐methyl‐3‐n‐butylaminoyl‐1,4‐benzoquinone mitomycin analogs. RESULTS A kinetic model was developed based on an ordered sequential mechanism for this cascade reaction system catalyzed by two enzymes, which revealed that the limiting step of the system was the laccase‐mediated oxidation of 2‐methyl‐3‐n‐butylaminoyl‐4‐hydro‐1‐quinone and removing the limiting step resulted in a yield increase from 88.3% to 96.7%. CONCLUSION The developed kinetic model fitted the test data very well, indicating that the reactions catalyzed by coupling of laccase with lipase might follow the ordered sequential mechanism with product inhibition. Synthesis of mitomycin analogs catalyzed by coupling of laccase with lipase has great potential for practical application. © 2020 Society of Chemical Industry

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“…[67][68][69] The model constants were estimated using a least-squares curve-fitting method in MATLAB. [67][68][69] The model constants were estimated using a least-squares curve-fitting method in MATLAB.…”

Section: Intrinsic Kinetics Of N-amyl Acetate Synthesismentioning

confidence: 99%

Immobilized lipase catalyzed synthesis of n‐amyl acetate: parameter optimization, heterogeneous kinetics, continuous flow operation and reactor modeling

Mathpati

Kalghatgi

Mathpati

et al. 2018

J of Chemical Tech & Biotech

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BACKGROUND The work describes the synthesis of n‐amyl acetate from n‐amyl alcohol, a byproduct of the sugar industry. The synthesis was carried out using Burkholderia cepacia lipase immobilized on a hydrophobic polymer support containing hydroxypropyl methyl cellulose and polyvinyl alcohol. The reaction conditions were optimized and intrinsic kinetics were evaluated. An immobilized lipase‐coated film reactor was designed and evaluated for continuous flow synthesis. An attempt has been made to model the coated film reactor based on axial dispersion method. RESULTS The reaction conditions were optimized using a central composite design‐based response surface method. The optimum conditions for a maximum conversion of 99.5% were an acyl donor : alcohol ratio of 2:1, temperature 50 °C and catalyst loading 40 mg in n‐hexane. The intrinsic kinetics of reaction were fitted using an order bi–bi model with alcohol inhibition. The continuous flow synthesis was carried out in a coated film reactor with residence times ranging from 12 min to 60 min with per pass conversions of 5.6% and 22%, respectively. The catalyst was successfully recycled for five cycles. CONCLUSION The activation energy of the reaction was found to be 15.48 kJ mol−1. The productivity from batch and continuous flow reactor were found to be 8.16 and 6.54 mmol g−1 h−1. © 2018 Society of Chemical Industry

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Kinetic modelling of the synthesis of 2-hydroxy-5-hexenyl 2-chlorobutyrate ester by an immobilised lipase

Cited by 17 publications

References 13 publications

Mimicking Insect Communication: Release and Detection of Pheromone, Biosynthesized by an Alcohol Acetyl Transferase Immobilized in a Microreactor

Mimicking Insect Communication: Release and Detection of Pheromone, Biosynthesized by an Alcohol Acetyl Transferase Immobilized in a Microreactor

Synthesis of mitomycin analogs catalyzed by coupling of laccase with lipase and the kinetic model

Immobilized lipase catalyzed synthesis of n‐amyl acetate: parameter optimization, heterogeneous kinetics, continuous flow operation and reactor modeling

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