Improved production of biolubricants from soybean oil and different polyols via esterification reaction catalyzed by immobilized lipase from Candida rugosa

Cavalcanti, Elisa D.C.; Aguieiras, Érika C.G.; Silva, Priscila R. da; Duarte, Jaqueline G.; Cipolatti, Eliane Pereira; Fernández-Lafuente, Roberto; Silva, José André C. da; Freire, Denise Maria Guimarães

doi:10.1016/j.fuel.2017.11.119

Cited by 130 publications

(49 citation statements)

References 50 publications

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“…The biocatalytic synthesis of different neopentyl glycol esters have been described in the available literature. Using fatty acids obtained from natural sources: hydrolyzed soybean‐oil , microbial oil , and palm fatty acid distillate . In all the cases, over 87% conversion values are obtained with Candida rugosa lipase.…”

Section: Enzymatic Synthesis Of Branched‐chain Esters the Biotechnolmentioning

confidence: 99%

Biocatalytic solutions to cyclomethicones problem in cosmetics

Montiel

Máximo

Serrano‐Arnaldos

et al. 2019

Engineering in Life Sciences

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Silicones are polymers that have properties of great interest for cosmetic and personal care industry, especially D4 (octamethylcyclotetrasiloxane) and D5 (decamethylcyclopentasiloxane), generically named cyclomethicones. However, different studies show the hypothesis that the use of these products is harmful and, therefore, several countries have adopted legislative actions to limit their use in personal care and cosmetic products. Faced with this new situation, different cosmetic companies began to look for different alternatives to cyclomethicones, mainly: organomodified silicones or esters. The former are based on the addition of functional groups to the main chain of silicon and oxygen. The latter represent a totally different line, since their functional group is the ester, but they have properties similar to silicones. Esters, especially branched‐chain ones are currently the more promising alternative to replace cyclomethicones in cosmetic formulations. Nowadays, most of them are obtained by chemical reactions that require high temperatures and non‐selective /contaminant catalysts that lead to low‐quality final products. As an alternative, biocatalytic synthesis occurs always at mild operation conditions supplying ultra‐pure, odor, and colorless products with less wastes and side reactions. Therefore, biocatalysis is a valid and environmentally sustainable option for the synthesis of silicone‐substitute esters used in cosmetic formulations.

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Section: Enzymatic Synthesis Of Branched‐chain Esters the Biotechnolmentioning

confidence: 99%

Biocatalytic solutions to cyclomethicones problem in cosmetics

Montiel

Máximo

Serrano‐Arnaldos

et al. 2019

Engineering in Life Sciences

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“…Since the yeasts C. curvatus ATCC 20509, R. toruloides DSM 4444 and R. toruloides NRRL Y-27012 and the two fungal strains produced the highest lipid concentrations, they were selected for further analysis of their fatty acid composition ( Table 2). The fatty acid composition was used as a screening criterion in order to select suitable microbial oils for 11 biolubricant production. The microbial oils produced by yeast strains contained mainly oleic acid (52.7 -55.3%), palmitic acid (24.2 -28.2%), stearic acid (6.5 -10.8%), linoleic acid reported that biolubricants produced from high-oleic acid vegetable oils, such as soybean oil, could substitute mineral oil-based lubricants.…”

Section: Fatty Acids Composition Of Microbial Oilsmentioning

confidence: 99%

“…This could be improved by using surplus free fatty acid content during esterification. Cavalcanti et al (2018) reported that the enzymatic esterification of free fatty acids of soybean oil with TMP and NPG led to better results when the molar ratio of free fatty acids to polyol was 3.75:1 when either polyol 14 was used. It was reported that under this condition the esterification reactions using NPG resulted to 100% esterification of the OH groups.…”

Section: Nuclear Magnetic Resonance Analysismentioning

confidence: 99%

Bioprocess development for biolubricant production using microbial oil derived via fermentation from confectionery industry wastes

Papadaki

Fernandes

Chatzifragkou

et al. 2018

Bioresource Technology

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Microbial oil produced from confectionery and wheat milling side streams has been evaluated as novel feedstock for biolubricant production. Nutrient-rich fermentation media were produced by a two-step bioprocess involving crude enzyme production by solid state fermentation followed by enzymatic hydrolysis of confectionery industry waste. Among 5 yeast strains and 2 fungal strains cultivated on the crude hydrolysate, Rhodosporidium toruloides and Cryptococcus curvatus were selected for further evaluation for biolubricant production based on fermentation efficiency and fatty acid composition. The extracted microbial oils were enzymatically hydrolysed and the free fatty acids were esterified by Lipomod 34-MDP in a solvent-free system with trimethylolpropane (TMP) and neopentyl glycol (NPG). The highest conversion yields were 88% and 82.7% for NPG esters of R. toruloides and C. curvatus, respectively. This study also demonstrates that NPG esters produced from microbial oil have promising physicochemical properties for bio-based lubricant formulations that could substitute for conventional lubricants.

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Section: Introductionmentioning

confidence: 99%

“…Lipases (EC 3.1.1.3) are an important group of biocatalysts used in many biotechnological applications, such as in the synthesis of biopolymers, biodiesel, biolubricants, pharmaceuticals, agrochemicals, compounds used in the cosmetics industry, among others. [1][2][3][4][5][6][7][8][9][10] These enzymes are able to catalyze distinct reactions, such as hydrolysis, esterification and transesterification, presenting enormous versatility in different types of organic synthesis, exhibiting high specificity and selectivity. [11][12][13][14] In esterification reactions, for example, depending on the alcohol or carboxylic acid chain length, ester molecules exhibiting distinct properties are produced and can be employed for different purposes, such as emulsifiers, lubricants, flavor or cosmetic compounds.…”

Section: Introductionmentioning

confidence: 99%

Production and optimization of isopropyl palmitate via biocatalytic route using home‐made enzymatic catalysts

Barsé

Graebin

Cipolatti

et al. 2018

J of Chemical Tech & Biotech

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BACKGROUND This study investigated the use of core–shell biocatalysts, synthesized using recombinant lipase B from Candida antarctica (CALB), for the production of isopropyl palmitate and the optimization of this biocatalytic route. RESULTS Initially, three distinct core–shell biocatalysts, were evaluated for the production of isopropyl palmitate and the CALB‐P(S‐co‐DVB)/P(S‐co‐DVB) biocatalyst (biocatalyst made of polystyrene‐co‐divinylbenzene core–shell particles) was the most suitable biocatalyst for this purpose. The effect of organic solvents – n‐hexane, isooctane, n‐heptane and cyclohexane – in the ester conversion was evaluated, and the most suitable solvent was the isooctane. The optimal reaction conditions were pursued conducting an optimization statistical analysis. The most suitable reaction conditions were identified: reaction temperature, 55°C; substrate molar ratio, 1:1.42 (palmitic acid: isopropyl alcohol); biocatalyst content, 24% w/w. Finally, the reuse of the biocatalyst was evaluated and the relative enzymatic activity remained up to 50% after the fourth cycle. CONCLUSION Results were compared with commercial biocatalyst and the home‐made enzymatic biocatalyst (CALB‐P(S‐co‐DVB/PS‐co‐DVB) showed promise for application in the synthesis of isopropyl palmitate. The optimization study improved reaction conversion from 30% to 78%. The home‐made biocatalysts exhibited better performance for the synthesis of isopropyl palmitate compared with the commercial Novozym 435, using the same enzymatic activity. © 2018 Society of Chemical Industry

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Improved production of biolubricants from soybean oil and different polyols via esterification reaction catalyzed by immobilized lipase from Candida rugosa

Cited by 130 publications

References 50 publications

Biocatalytic solutions to cyclomethicones problem in cosmetics

Biocatalytic solutions to cyclomethicones problem in cosmetics

Bioprocess development for biolubricant production using microbial oil derived via fermentation from confectionery industry wastes

Production and optimization of isopropyl palmitate via biocatalytic route using home‐made enzymatic catalysts

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