scholarly journals Interesterification of Egg-Yolk Phosphatidylcholine with p-Methoxycinnamic Acid Catalyzed by Immobilized Lipase B from Candida Antarctica

Catalysts ◽  
2020 ◽  
Vol 10 (10) ◽  
pp. 1181
Author(s):  
Magdalena Rychlicka ◽  
Anna Gliszczyńska
Keyword(s):  
Reaction Time ◽  
Design Method ◽  
Immobilized Lipase ◽  
Reaction Medium ◽  
Solvent System ◽  
Novozym 435 ◽  
Molar Ratio ◽  
Binary Solvent ◽  
Methoxycinnamic Acid ◽  
Substrate Molar Ratio

The p-methoxycinnamic acid (p-MCA) is one of the most popular phenylpropanoids, the beneficial impact of which on the human health is well documented in the literature. This compound has shown many valuable activities including anticancer, antidiabetic, and neuro- and hepatoprotective. However, its practical application is limited by its low bioavailability resulting from rapid metabolism in the human body. The latest strategy, aimed at overcoming these limitations, is based on the production of more stability in systemic circulation bioconjugates with phospholipids. Therefore, the aim of this research was to develop the biotechnological method for the synthesis of phospholipid derivatives of p-methoxycinnamic acid, which can play a role of new nutraceuticals. We developed and optimized enzymatic interesterification of phosphatidylcholine (PC) with ethyl p-methoxycinnamate (Ep-MCA). Novozym 435 and a binary solvent system of toluene/chloroform 9:1 (v/v) were found to be the effective biocatalyst and reaction medium for the synthesis of structured p-MCA phospholipids, respectively. The effects of the other reaction parameters, such as substrate molar ratio, enzyme dosage, and reaction time, on the degree of incorporation of p-MCA into PC were evaluated by use of an experimental factorial design method. The results showed that substrate molar ratio and biocatalyst load have significant effects on the synthesis of p-methoxycinnamoylated phospholipids. The optimum conditions were: Reaction time of three days, 30% (w/w) of Novozym 435, and 1/10 substrate molar ratio PC/Ep-MCA. Under these parameters, p-methoxycinnamoylated lysophosphatidylcholine (p-MCA-LPC) and p-methoxycinnamoylated phosphatidylcholine (p-MCA-PC) were obtained in isolated yields of 32% and 3% (w/w), respectively.

Improvement on the Catalytic Performance Using Dual Lipases System in the Synthesis of Ferulate Esters

2015 ◽  
Vol 754-755 ◽  
pp. 902-906
Author(s):  
Salina Mat Radzi ◽  
Nurul Jannah Abd Rahman ◽  
Hanina Mohd Noor ◽  
Norlelawati Ariffin
Keyword(s):  
Reaction Time ◽  
Catalytic Performance ◽  
Novozym 435 ◽  
Molar Ratio ◽  
Optimal Conditions ◽  
Reaction Parameters ◽  
Ethyl Ferulate ◽  
Novel Approach ◽  
Reaction Performance ◽  
Substrate Molar Ratio

A novel approach of dual lipases system was successfully carried out in improving the synthesis of ferulate esters between ethyl ferulate and olive oil. Combination of Novozym 435 and Lipozyme RMIM were used as biocatalyst to improve the reaction performance. Different reaction parameters (ratio of lipases, reaction time, lipase dosage, substrate molar ratio and reaction temperature) were analyzed systematically. A high conversion of ferulate esters (85%) was obtained after 12 hrs of reaction time at optimal conditions of 1:9 w/w (Novozym 435/Lipozyme RMIM), 80 mg of lipase and 1:4 ethyl ferulate:olive oil at 60 oC.

scholarly journals Enzymatic Production of Biologically Active 3-Methoxycinnamoylated Lysophosphatidylcholine via Regioselctive Lipase-Catalyzed Acidolysis

Foods ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 7
Author(s):  
Marta Okulus ◽  
Magdalena Rychlicka ◽  
Anna Gliszczyńska
Keyword(s):  
Reaction Time ◽  
Design Method ◽  
Reaction Medium ◽  
Egg Yolk ◽  
Major Product ◽  
Biologically Active ◽  
Molar Ratio ◽  
Enzymatic Production ◽  
Egg Yolk Phosphatidylcholine ◽  
Level 3

Enzymatic acidolysis of egg-yolk phosphatidylcholine (PC) with 3-methoxycinnamic acid (3-OMe-CA) was investigated to produce biologically active 3-methoxycinnamoylated phospholipids. Four commercially available lipases were screened for their ability to incorporate 3-OMe-CA into PC. The results showed that Novozym 435 is the most effective biocatalyst for this process, while during the examination of organic solvents, heptane was found propriate reaction medium. The other reaction parameters including the substrate molar ratio, enzyme load and reaction time were designed using an experimental factorial design method. According to three-level-3-factor Box-Behnken model it was shown that all of studied parameters are crucial variables for the maximization of the synthesis of structured PLs. The optimum conditions derived via response surface methodology (RSM) were: 30% of lipase of the total weight of substrates, 1:15 molar ration of PC/3-OMe-CA and reaction time 4 days. The process of acidolysis performed on the increased scale at optimized parameters afforded two products. The major product, 3-methoxycinnamoylated lysophosphatidylcholine (3-OMe-CA-LPC) was isolated in high 48% yield, while 3-methoxycinnamoylated phosphatidylcholine (3-OMe-CA-PC) was produced in trace amount only in 1.2% yield. Obtained results indicate that presented biotechnological method of synthesis of 3-methoxycinnamoylated lysophosphatidylcholine is competitive to the previously reported chemical one.

scholarly journals Continuous Production of Lipase-Catalyzed Biodiesel in a Packed-Bed Reactor: Optimization and Enzyme Reuse Study

2011 ◽  
Vol 2011 ◽  
pp. 1-6 ◽  
Author(s):  
Hsiao-Ching Chen ◽  
Hen-Yi Ju ◽  
Tsung-Ta Wu ◽  
Yung-Chuan Liu ◽  
Chih-Chen Lee ◽  
...  
Keyword(s):  
Flow Rate ◽  
Immobilized Lipase ◽  
Continuous Production ◽  
Packed Bed ◽  
Packed Bed Reactor ◽  
Molar Ratio ◽  
System Response ◽  
Biodiesel Synthesis ◽  
Substrate Molar Ratio ◽  
Molar Conversion

An optimal continuous production of biodiesel by methanolysis of soybean oil in a packed-bed reactor was developed using immobilized lipase (Novozym 435) as a catalyst in atert-butanol solvent system. Response surface methodology (RSM) and Box-Behnken design were employed to evaluate the effects of reaction temperature, flow rate, and substrate molar ratio on the molar conversion of biodiesel. The results showed that flow rate and temperature have significant effects on the percentage of molar conversion. On the basis of ridge max analysis, the optimum conditions were as follows: flow rate 0.1 mL/min, temperature52.1∘C, and substrate molar ratio 1 : 4. The predicted and experimental values of molar conversion were83.31±2.07% and82.81±.98%, respectively. Furthermore, the continuous process over 30 days showed no appreciable decrease in the molar conversion. The paper demonstrates the applicability of using immobilized lipase and a packed-bed reactor for continuous biodiesel synthesis.

scholarly journals The utilization of the mesoporous Ti-SBA-15 catalyst in the epoxidation of allyl alcohol to glycidol and diglycidyl ether in the water medium

2015 ◽  
Vol 17 (4) ◽  
pp. 23-31 ◽  
Author(s):  
Agnieszka Wróblewska ◽  
Edyta Makuch ◽  
Małgorzata Dzięcioł ◽  
Roman Jędrzejewski ◽  
Paweł Kochmański ◽  
...  
Keyword(s):  
Hydrogen Peroxide ◽  
Reaction Time ◽  
Allyl Alcohol ◽  
Water Solution ◽  
Reaction Medium ◽  
Diglycidyl Ether ◽  
Molar Ratio ◽  
Water Medium ◽  
Catalyst Content ◽  
Allyl Alcohol Epoxidation

Abstract This work presents the studies on the optimization the process of allyl alcohol epoxidation over the Ti-SBA-15 catalyst. The optimization was carried out in an aqueous medium, wherein water was introduced into the reaction medium with an oxidizing agent (30 wt% aqueous solution of hydrogen peroxide) and it was formed in the reaction medium during the processes. The main investigated technological parameters were: the temperature, the molar ratio of allyl alcohol/hydrogen peroxide, the catalyst content and the reaction time. The main functions the process were: the selectivity of transformation to glycidol in relation to allyl alcohol consumed, the selectivity of transformation to diglycidyl ether in relation to allyl alcohol consumed, the conversion of allyl alcohol and the selectivity of transformation to organic compounds in relation to hydrogen peroxide consumed. The analysis of the layer drawings showed that in water solution it is best to conduct allyl alcohol epoxidation in direction of glycidol (selectivity of glycidol 54 mol%) at: the temperature of 10–17°C, the molar ratio of reactants 0.5–1.9, the catalyst content 2.9–4.0 wt%, the reaction time 2.7–3.0 h and in direction of diglycidyl ether (selectivity of diglycidyl ether 16 mol%) at: the temperature of 18–33°C, the molar ratio of reactants 0.9–1.65, the catalyst content 2.0–3.4 wt%, the reaction time 1.7–2.6 h. The presented method allows to obtain two very valuable intermediates for the organic industry.

scholarly journals Optimization of Enzymatic Synthesis of Betulinic Acid Amide in Organic Solvent by Response Surface Methodology (RSM)

2019 ◽  
Vol 19 (4) ◽  
pp. 849
Author(s):  
Nurul Atikah Amin Yusof ◽  
Nursyamsyila Mat Hadzir ◽  
Siti Efliza Ashari ◽  
Nor Suhaila Mohamad Hanapi ◽  
Rossuriati Dol Hamid
Keyword(s):  
Response Surface Methodology ◽  
Reaction Time ◽  
Response Surface ◽  
Reaction Temperature ◽  
Betulinic Acid ◽  
Enzymatic Synthesis ◽  
Acid Amide ◽  
Molar Ratio ◽  
Percentage Yield ◽  
Substrate Molar Ratio

Optimization of the lipase catalyzed enzymatic synthesis of betulinic acid amide in the presence of immobilized lipase, Novozym 435 from Candida antartica as a biocatalyst was studied. Response surface methodology (RSM) and 5-level-4-factor central-composite rotatable design (CCRD) were employed to evaluate the effects of the synthesis parameters, such as reaction time (20–36 h), reaction temperature (37–45 °C), substrate molar ratio of betulinic acid to butylamine (1:1–1:3), and enzyme amounts (80–120 mg) on the percentage yield of betulinic acid amide by direct amidation reaction. The optimum conditions for synthesis were: reaction time of 28 h 33 min, reaction temperature of 42.92 °C, substrate molar ratio of 1:2.21, and enzyme amount of 97.77 mg. The percentage yield of actual experimental values obtained 65.09% which compared well with the maximum predicted value of 67.23%. The obtained amide was characterized by GC, GCMS and 13C NMR. Betulinic acid amide (BAA) showed a better cytotoxicity compared to betulinic acid as the concentration inhibited 50% of the cell growth (IC50) against MDA-MB-231 cell line (IC50 < 30 µg/mL).

scholarly journals Synthesis with Immobilized Lipases and Downstream Processing of Ascorbyl Palmitate

Molecules ◽  
2019 ◽  
Vol 24 (18) ◽  
pp. 3227 ◽  
Author(s):  
Carolina Tufiño ◽  
Claudia Bernal ◽  
Carminna Ottone ◽  
Oscar Romero ◽  
Andrés Illanes ◽  
...  
Keyword(s):  
Ascorbic Acid ◽  
Palmitic Acid ◽  
Immobilized Lipase ◽  
Antioxidant Properties ◽  
Reaction Medium ◽  
Pseudomonas Stutzeri ◽  
Ascorbyl Palmitate ◽  
Downstream Processing ◽  
High Reactivity ◽  
Molar Ratio

Ascorbyl palmitate is a fatty acid ester endowed with antioxidant properties, used as a food additive and cosmetic ingredient, which is presently produced by chemical synthesis. Ascorbyl palmitate was synthesized from ascorbic acid and palmitic acid with a Pseudomonas stutzeri lipase immobilized on octyl silica, and also with the commercial immobilized lipase Novozym 435. The latter was selected for optimizing the reaction conditions because of its high reactivity and stability in the solvent 2-methyl-2-butanol used as reaction medium. The reaction of the synthesis was studied considering temperature and molar ratio of substrates as variables and synthesis yield as response parameter. The highest yield in the synthesis of ascorbyl palmitate was 81%, obtained at 55 °C and an ascorbic acid to palmitic acid molar ratio of 1:8, both variables having a strong effect on yield. The synthesized ascorbyl palmitate was purified to 94.4%, with a purification yield of 84.2%. The use of generally recognized as safe (GRAS) certified solvents with a polarity suitable for the solubilization of the compounds made the process a viable alternative for the synthesis and downstream processing of ascorbyl palmitate.

Optimization of a Ti-MWW Catalysed Phenol Hydroxylation Process

2012 ◽  
Vol 15 (2) ◽  
Author(s):  
Agnieszka Wróblewska
Keyword(s):  
Hydrogen Peroxide ◽  
Reaction Time ◽  
Organic Compounds ◽  
Design Method ◽  
Uniform Design ◽  
Molar Ratio ◽  
Phenol Hydroxylation ◽  
Statistical Experimental Design ◽  
Experimental Design Method ◽  
Good Substitute

AbstractsAs a result of phenol hydroxylation, two useful products can be received: hydroquinone and pyrocatechol. In this work the hydroxylation of phenol with hydrogen peroxide over the Ti-MWW catalyst has been studied. Optimization studies were performed by application of a statistical experimental design method utilizing a rotatable-uniform design. The influence of five parameters on the course of this process was examined: temperature (120-150°C), molar ratio of phenol/hydrogen peroxide (0.5-1.5), acetonitrile - solvent content (20- 50 wt%), catalyst - Ti-MWW content (8-18 wt%) and reaction time (60-120 min). The process description was based on four response functions: the conversion of phenol to organic compounds, the yield of pyrocatechol, the yield of hydroquinone and the conversion of phenol to tars. The most favourable parameters for the process of phenol hydroxylation were as follows: temperature 147-150°C, molar ratio of phenol/hydrogen peroxide 0.5-0.6, acetonitrile content 21-24 wt%, Ti-MWW content 10.3-10.6, reaction time 221-236 min. In summary, these the most favourable parameters allow one to obtain pyrocatechol with the yield of 18 mol%, hydroquinone with the yield of 20 mol%, at the conversion of phenol to organic compounds 38 mol% in relatively mild and safe conditions. These results also showed that Ti-MWWcatalyst can be a good substitute for TS-1 catalyst.

scholarly journals Production and Characterization of Biodiesel Using Nonedible Castor Oil by Immobilized Lipase fromBacillus aerius

2015 ◽  
Vol 2015 ◽  
pp. 1-6 ◽  
Author(s):  
Sunil Kumar Narwal ◽  
Nitin Kumar Saun ◽  
Priyanka Dogra ◽  
Ghanshyam Chauhan ◽  
Reena Gupta
Keyword(s):  
Castor Oil ◽  
Immobilized Lipase ◽  
Chemical Reactor ◽  
Molar Ratio ◽  
Free System ◽  
H Nmr ◽  
Solvent Free System ◽  
Substrate Molar Ratio ◽  
Optimized Conditions

A novel thermotolerant lipase fromBacillus aeriuswas immobilized on inexpensive silica gel matrix. The immobilized lipase was used for the synthesis of biodiesel using castor oil as a substrate in a solvent free system at 55°C under shaking in a chemical reactor. Several crucial parameters affecting biodiesel yield such as incubation time, temperature, substrate molar ratio, and amount of lipase were optimized. Under the optimized conditions, the highest biodiesel yield was up to 78.13%. The characterization of synthesized biodiesel was done through FTIR spectroscopy,1H NMR spectra, and gas chromatography.

scholarly journals OPTIMASI PROSES PEMBUATAN BIODIESEL DARI ASAM LEMAK SAWIT DISTILAT (ALSD) DAN DIMETHYL CARBONATE (DMC) MENGGUNAKAN KATALIS NOVOZYM®435

2016 ◽  
Vol 5 (1) ◽  
pp. 13-19
Author(s):  
William ◽  
Johan Senjaya ◽  
Taslim ◽  
Tjahjono Herawan ◽  
Meta Rivani
Keyword(s):  
Fatty Acid ◽  
Reaction Time ◽  
Energy Content ◽  
Immobilized Lipase ◽  
Chemical Properties ◽  
Intermediate Compound ◽  
Biodiesel Production ◽  
Molar Ratio ◽  
Enzymatic Esterification ◽  
Dialkyl Carbonate

Biodiesel production has rapidly grown over the last decades, and it has attracted much attention in the market as fuel that promising substitute for petroleum diesel, because its physical and chemical properties and energy content are similar to those of petroleum diesel. The main problem in producing biodiesel is its high cost which could be reduced by use of less expensive feedstock. Therefore, in this work biodiesel is synthesized by enzymatic esterification from low quality feedstock which is unrefined and much cheaper than the refined oil, such as palm fatty acid distillate (PFAD) with dialkyl carbonate using immobilized lipase (Novozym®435). Enzymatic process has certain advantages over the chemical process, as it is less energy intensive, allowing the esterification of glycerides with high free fatty acid contents (PFAD, 85-95% FFA) and no enzymatic activity loss. Methanol replaced by dialkyl carbonate, especially DMC due to esterification (methanolysis) is close to equilibrium reaction whereas using DMC the intermediate compound immediately decomposes to carbon dioxide and an alcohol, which have been investigated. Moreover, DMC are cheap, eco-friendly chemical, non-toxic properties and widely available. Factors affecting the reaction such as DMC to PFAD molar ratio, reaction temperature, reaction time and catalyst concentration were systematically analyzed by response surface methodology (RSM) with central composite design (CCD). The optimal condition is using 6:1 molar ratio of DMC to PFAD at 60 oC, for a reaction time 3h in the presence 10wt% of catalyst (based on oil weight). The results showed that synthesis of biodiesel through enzymatic esterification using PFAD suitable for biodiesel production.

scholarly journals Identification and Optimisation of Lipase-Catalysed Synthesis of Betulinic Acid Amide in a Solvent System

2016 ◽  
Vol 2016 ◽  
pp. 1-5
Author(s):  
Nurul Atikah Binti Amin Yusof ◽  
Nursyamsyila Mat Hadzir ◽  
Siti Efliza Ashari
Keyword(s):  
Melting Point ◽  
Betulinic Acid ◽  
Enzymatic Synthesis ◽  
Acid Amide ◽  
Enzymatic Reaction ◽  
Solvent System ◽  
Molar Ratio ◽  
Optimum Conditions ◽  
Reaction Parameters ◽  
Substrate Molar Ratio

Betulinic acid amide was synthesized from the enzymatic reaction of betulinic acid and butylamine catalysed by Novozym 435. The effects of different reaction parameters, such as effect of reaction time, reaction temperature, amount of enzyme, and substrate molar ratio (betulinic acid : butylamine), were studied and conventionally optimised. Based on this study, the enzymatic synthesis of betulinic acid amide was found to be 64.6% at the optimum conditions of 24 h, 40°C, 100 mg enzyme, and 1 : 1 substrate molar ratio in 9 : 1 mixture of chloroform and hexane as solvent. The identification of final product was carried out using TLC, melting point, and FTIR and NMR showed the presence of betulinic acid amide.

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