Lipase catalyzed synthesis of cinnamyl acetate via transesterification in non-aqueous medium

Yadav, Ganapati D.; Devendran, Saravanan

doi:10.1016/j.procbio.2011.12.008

Cited by 103 publications

(69 citation statements)

References 32 publications

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“…The solvent affects the catalytic power of the enzyme by changing the three-dimensional conformation of protein, and, therefore, significantly alters the conversion and initial rate (Yadav and Devendran, 2012). As demonstrated in other studies, logP (the partition coefficient of the solvent for the standard octanol/water two-phase system) is a widely used parameter to describe solvent hydrophobicity and its possible effects on enzyme activity.…”

Section: Resultsmentioning

confidence: 99%

“…For organic solvents with logP < 2, such as dichloromethane (logP = 1.25), the reaction yield was only 22.54%. This result is attributed to the polar organic solvent, leading to the natural conformation change in lipase, thus reducing the reaction conversion (Yadav and Devendran, 2012). Polar organic solvents, due to their higher affinity to water, tend to strip essential water from enzyme molecules.…”

Section: Resultsmentioning

confidence: 99%

“…The conversion cannot be effectively improved because the effective collision between molecules are reduced, which was caused by the increased viscosity in the reaction system (Yadav and Devendran, 2012). As shown in the relationship of the initial rate and enzyme concentration (Fig.…”

Section: Resultsmentioning

confidence: 99%

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Lipase-Catalyzed Transesterification Synthesis of Geranyl Acetate in Organic Solvents and Its Kinetics

Xiong

Huang

Zhang

et al. 2014

FSTR

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Lipase-Catalyzed Transesterification Synthesis of Geranyl Acetate in Organic Solvents and Its Kinetics

Xiong

Huang

Zhang

et al. 2014

FSTR

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“…Cinnamyl acetate is a major ingredient of food and cosmetic products as a flavouring or fragrance agent [71]. Yadav and Devendran [71] discuss transesterification of cinnamyl alcohol with vinyl acetate to produce cinnamyl acetate.…”

Section: Examples -Ternary Complex Mechanismmentioning

confidence: 99%

Kinetic Modelling of Enzyme Catalyzed Biotransformation Involving Activations and Inhibitions

Yadav¹,

Magadum²

2017

Enzyme Inhibitors and Activators

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To achieve transition from lab scale enzyme studies to industrial applications, understanding of enzyme kinetics plays a critical role. The widely applied Michaelis Menten equation of the single substrate kinetics, sequential and double replacement mechanism of bisubstrate reaction and the relevant kinetics, inhibition and activation of enzyme are all integral parts of this discussion. In this chapter, we have discussed different types of inhibition and kinetic modelling. Systematic approach to generate data and its interpretation as well as designing of inhibitors is also explained.

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“…Several general routes of ester preparation have been listed amongst which heterogeneous solid acids as catalysts could be used using high temperature (Yadav and Mehta, 1993;Yadav and Nair, 1999). In contrast with solid acids, biocatalysts allow synthesis of esters to be performed at moderate temperatures (Yadav and Borkar, 2006, 2009a,b, 2010Yadav and Devendran, 2012;Yadav and Dhoot, 2009;Yadav and Jadhav, 2005;Yadav and Pawar, 2012). Production drugs and active pharmaceutical intermediates by lipase catalyzed reactions has also been performed under mild conditions (Yadav et al 2007).…”

Section: Introductionmentioning

confidence: 99%

Kinetic Modeling and Optimization of Immobilized Candida antarctica Lipase B Catalysed Synthesis of Butyl-4-Methyl-3-Oxopentanoate using Response Surface Methodology

Yadav¹,

Shinde²

2012

International Journal of Chemical Reactor Engineering

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Response surface methodology (RSM) was used to model and optimize the immobilized Candida antarctica lipase B catalysed synthesis of butyl-4-methyl-3-oxopentanoate. To determine optimum conditions of the transesterification, a four-factor and five-level central composite rotatable design (CCRD) was used. The factors studied were enzyme load (A), reaction temperature (B), methyl-4-methyl-3-oxopentanoate concentration (C) and n-butanol concentration (D). A quadratic polynomial regression model was used to analyze the experimental data at a 95% confidence level (p < 0.05). The results indicated that the RSM approach gave reasonable results for the optimization of the reaction parameters in the range of tested parameters. The optimal conditions for the enzymatic reaction were obtained at 0.01 mol of methyl-4-methyl-3-oxopentanoate and 0.03 mol of n-butanol using 104 mg of Novozym 435 at 55• C and 300 rpm for 6 h. Under these conditions, the transesterification percentage was 87 %. Further, kinetic modelling of the enzymatic synthesis was illustrated. Initial rate data and progress curve data were used to arrive at a suitable model. The kinetics was found to obey the ternary complex ordered bi-bi model with inhibition by the substrate methyl-4-methyl-3-oxopentanoate. The values of kinetic parameters obtained from nonlinear regression analysis were found to be Vmax of 0.04 mol/L.min; Km(A) 0.11 mol/L; Km(B) 2 mol/L and Ki(A) 2.2 mol/L.

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Lipase catalyzed synthesis of cinnamyl acetate via transesterification in non-aqueous medium

Cited by 103 publications

References 32 publications

Lipase-Catalyzed Transesterification Synthesis of Geranyl Acetate in Organic Solvents and Its Kinetics

Lipase-Catalyzed Transesterification Synthesis of Geranyl Acetate in Organic Solvents and Its Kinetics

Kinetic Modelling of Enzyme Catalyzed Biotransformation Involving Activations and Inhibitions

Kinetic Modeling and Optimization of Immobilized Candida antarctica Lipase B Catalysed Synthesis of Butyl-4-Methyl-3-Oxopentanoate using Response Surface Methodology

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