Kinetics of transesterification of olive oil with methanol catalyzed by immobilized lipase derived from an isolated Burkholderia sp. strain

Tran, Dang Thuan; Lin, Yen‐Chu; Chen, Ching Lung; Chang, Jo‐Shu

doi:10.1016/j.biortech.2013.01.146

Cited by 20 publications

(10 citation statements)

References 30 publications

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“…4C . The Arrhenius equation can be expressed as: lnv 0 15.5-6970/T for the transesterification of glycerol with EF, and the activation energy Ea was 58.0kJ/mol, which was higher than that of normal enzymatic reactions 0.97-34.5kJ/mol 59,60 . The high Ea of the reaction is ascribed to the electronic donation, the large steric hindrance and inhibition of EF, and the high sensitivity of free liquid CALB to temperature.…”

Section: Effects Of Transesteri Cation Variablesmentioning

confidence: 91%

Hydrophilic Glyceryl Ferulates Preparation Catalyzed by Free Lipase B from Candida antartica

Yao

Sun

2020

J. Oleo Sci.

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Introduction Ferulic acid FA is also known as 4-hydroxy-3methoxy cinnamic acid, is ubiquitously found in some plants, and has UV-absorbing, antioxidant, free radical scavenging and antitumor activities 1 4. However, the low hydrophilicity of FA has limited its application in pharmaceutical, cosmetic and other fields 5 7. To overcome this problem, modifications of FA using hydrophilic groups for example, glycerol, hydrophilic aliphatic alcohols and monosaccharides has attracted attention 8 13. Glyceryl ferulate FG is a popular hydrophilic FA derivative 14 17. And FG exhibited good UV adsorbing properties at 280-360 nm with a λ max at 322 nm. In previous reports, chemical catalysts and enzymes have been used for FG preparation. The presence of phenolic hydroxyl makes FA easy to oxidize and sensitive to heat. Therefore, compared with chemical catalysts, enzymes have been popular catalysts for the preparation of FA derivatives, due to their mild reaction conditions 14, 16, 18 .

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Section: Effects Of Transesteri Cation Variablesmentioning

confidence: 91%

Hydrophilic Glyceryl Ferulates Preparation Catalyzed by Free Lipase B from Candida antartica

Yao

Sun

2020

J. Oleo Sci.

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“…ln v 0 = 13.17-64.37/RT, and the activation energy (E a ) of the transesterification was 64.37 ± 3.0 kJ/mol, which was higher than that (0.97-34.50 kJ/mol) of general lipase-catalyzed transesterification (Tran et al, 2013;Yadav and Devi, 2002). The high Ea of the enzymatic transesterification can be attributed to great steric hindrance and electronic donating of EF.…”

Section: Effect Of Reaction Temperaturementioning

confidence: 93%

Enzymatic preparation of castor oil-based feruloylated lipids using ionic liquids as reaction medium and kinetic model

Sun

Zhu

2015

Industrial Crops and Products

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“…The mechanism for the reactions catalysed by lipases has been represetend by Ping-Pong models [8,9] but in the case of enzyme-based transesterification it has been explained in the light of two different viewpoints [10]. In one, lipase synthetizes esters by direct alcoholysis of triacylglycerols in a single step [8] [ 11,12]. The other involves hydrolysis of triacylglycerols and subsequent esterification of the resulting fatty acids [10,13,14,15].…”

Section: Introductionmentioning

confidence: 99%

Lipase-catalysed transesterification: Viewpoint of the mechanism and influence of free fatty acids

Canet

Bonet-Ragel

Benaiges

et al. 2016

Biomass and Bioenergy

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A series of lipase-catalysed transesterification experiments were carried out to study the effect of the presence of free fatty acids on synthesis reaction rate and the stability of the biocatalyst, and also to elucidate the underlying mechanism, which remains a subject of debate. Based on the results, the reaction rate and biocatalyst stability increased with increasing content in free fatty acids of the reaction mixture. Also, tests carried out with a mixture of triolein and linoleic acid revealed that the transesterification mechanism is a combination of direct alcoholysis of triacylglycerols and a twostep reaction involving hydrolysis of acylglycerols and further esterification of previously released free fatty acids. The time course of triacylglycerols and diacylglycerols revealed that the enzyme is similarly selective for both types of substrate. Response to Reviewers: Reviewers' comments: Reviewer #1: This work describes through a clear and convincing approach the effect of free fatty acids on reactions of transesterification. A few changes would help in improving the manuscript: 1)Methods: page 6. It is not clear how the final volume of the reaction is reached. This is relevant to understand the experimental setting. Did authors just mix fatty acids, oil and methanol in the required ratios? In this case, the final volume would be different in different reactions with some implication for the interpretation of results. The other possibility is that they keep the volume constant. But this would require adding water what is very relevant in their experiments that compare hydrolysis with alcoholysis. Please clarify in Materials and Methods and, if necessary, also in the description of the results The densities of triolein (or olive oil) and oleic acid are quite similar (0.91 g/ml and 0.89, respectively), so keeping the same final weight (8 gr) then the final volume reached for different combinations of triolein and oleic acid will be always the same, supposing that these two compounds behave as ideal liquids so the final volume is the sum of the volume of each liquid. A sentence has been included in "Materials and Methods-Transesterification" reactions for better understanding

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Kinetics of transesterification of olive oil with methanol catalyzed by immobilized lipase derived from an isolated Burkholderia sp. strain

Cited by 20 publications

References 30 publications

Hydrophilic Glyceryl Ferulates Preparation Catalyzed by Free Lipase B from <i>Candida antar</i><i>tica</i>

Hydrophilic Glyceryl Ferulates Preparation Catalyzed by Free Lipase B from <i>Candida antar</i><i>tica</i>

Enzymatic preparation of castor oil-based feruloylated lipids using ionic liquids as reaction medium and kinetic model

Lipase-catalysed transesterification: Viewpoint of the mechanism and influence of free fatty acids

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