Biocatalytic polyester acrylation—process optimization and enzyme stability

Hagström, Anna E. V.; Nordblad, Mathias; Adlercreutz, Patrick

doi:10.1002/bit.22111

Cited by 13 publications

(16 citation statements)

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“…Lipases were immobilized by adsorption onto the microporous polypropylene Accurel MP1000 (particle size 200–700 µm) using a modification of the method of Hagström et al [5]. Different amounts of lipase powder/lipase solution were used for adsorption, depending on the protein content and the activity of the lipase preparation.…”

Section: Methodsmentioning

confidence: 99%

Effects of Regioselectivity and Lipid Class Specificity of Lipases on Transesterification, Exemplified by Biodiesel Production

Sinkuniene

Adlercreutz

2014

J Americ Oil Chem Soc

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Lipase-catalyzed ethanolysis of triolein was studied as a model for biodiesel production. Four lipases were immobilized on porous polypropylene, and ethanolysis reactions were carried out in methyl t-butyl ether. The reaction products were analyzed using gas chromatography. Three of the four lipases studied were efficient in the conversion of triolein to 2-monoolein, but slow in the final step of producing glycerol. However, Candida antarctica lipase B was slow in the conversion of triolein, but more efficient in the subsequent two steps than the other lipases. The 1,3-selectivity of the lipases was less pronounced for the monooleins than for triolein. Silica gel was investigated as a catalyst for acyl migration, showing an increase in biodiesel yield with three of the lipases, but a reduction in yield when C. antarctica lipase B was used. The highest biodiesel yield (96 %) was obtained with a combination of Rhizopus arrhizus lipase and C. antarctica lipase B.Electronic supplementary materialThe online version of this article (doi:10.1007/s11746-014-2465-7) contains supplementary material, which is available to authorized users.

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Section: Methodsmentioning

confidence: 99%

Effects of Regioselectivity and Lipid Class Specificity of Lipases on Transesterification, Exemplified by Biodiesel Production

Sinkuniene

Adlercreutz

2014

J Americ Oil Chem Soc

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“…The reactor system B has been used previously for epoxidation of unsaturated plant oils in toluene without any external mixing for the saturation of the organic phase with H 2 O 2 ,11 but the reaction was limited, probably due to the restricted partitioning of the H 2 O 2 (Table 2 and Table 4). Reaction system C could be applied as an alternative to system B because of a further possible drawback with agitated systems (A and B), that is the mechanical disintegration caused by agitation at the high rates necessary to mix the two phases in the reactor sufficiently to enable mass transfer39; although we have not seen any tendency of disintegration in this study or in previous studies on polyester acrylation 24. Nevertheless, some mechanical damage is likely to occur in case of long term use, with the effect depending on the stirrer type, speed and viscosity of the reaction medium.…”

Section: Resultsmentioning

confidence: 53%

“…The enzyme stability in different organic phases was investigated by incubating N435 (20 mg) in 3 mL of the mixture and shaking it for 24 h after which the liquid was withdrawn and the residual activity of the biocatalyst was measured via an esterification assay 24…”

Section: Methodsmentioning

confidence: 99%

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Chemo‐enzymatic epoxidation–process options for improving biocatalytic productivity

Hagström

Törnvall

Nordblad

et al. 2010

Biotechnology Progress

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The reactor choice is crucial when designing a process where inactivation of the biocatalyst is a problem. The main bottleneck for the chemo-enzymatic epoxidation has been found to be enzyme inactivation by the hydrogen peroxide, H(2) O(2) , substrate. In the work reported here, the effect of reaction parameters on the reaction performance have been investigated and used to establish suitable operating strategies to minimize the inactivation of the enzyme, using rapeseed methyl ester (RME) as a substrate in a solvent-free system. The use of a controlled fed-batch reactor for maintaining H(2) O(2) concentration at 1.5 M resulted in increased productivity, up to 76 grams of product per gram of biocatalyst with higher retention of enzyme activity. Further investigation included a multistage design that separated the enzymatic reaction and the saturation of the RME substrate with H(2) O(2) into different vessels. This setup showed that the reaction rate as well as enzyme inactivation is strongly dependent on the H(2) O(2) concentration. A 20-fold improvement in enzymatic efficiency is required for reaching an economically feasible process. This will require a combination of enzyme modification and careful process design.

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“…Entretanto, outras reações podem ocorrer, como no caso da funcionalização do poli(etilenoglicol) (PEG) 122 e na acrilação de poliésteres, ambas catalisadas por lipases. 123 A Tabela 3S apresenta algumas enzimas que catalisam a hidrólise ou modificação da superfície de alguns polímeros, bem como os micro-organismos mais conhecidos que produzem estas enzimas.…”

Section: Aplicações De Enzimas Na Modificação De Polímerosunclassified

Applications of Enzymes in Synthesis and Modification of Polymers

Albuquerque¹,

Ribeiro²,

Rabelo³

et al. 2014

Química Nova

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Recebido em 07/06/2013; aceito em 10/12/2013; publicado na web em 21/03/2014 APPLICATIONS OF ENZYMES IN SYNTHESIS AND MODIFICATION OF POLYMERS. Enzymes are biological catalysts that offer great potential for use in the synthesis and modification of polymers, being more specific and greener than chemical catalysts. In this work, enzymes from the classes of hydrolases (lipase, cutinase and protease) and of oxidoreductases (horseradish peroxidase, manganese peroxidase and laccase) were identified as the main biocatalysts responsible for the synthesis of polymers. Biocatalysis can potentially be part of the life cycle of several polymers, including polyesters, polyurethanes, polycarbonates, polyamides, functionalized polysaccharides and polystyrene, allowing the synthesis of specialty macromolecules for fine applications and with higher added-value than commodity polymers.Keywords: enzyme polymerization; biocatalysis; lipase. INTRODUÇÃOProcessos de polimerização representam uma das principais transformações químicas industriais da atualidade, sendo, em sua maioria, conduzidos na presença de catalisadores químicos não renováveis e sob elevadas temperaturas, demandando, em alguns casos, a proteção e desproteção de grupos funcionais, de forma a evitar a ocorrência de reações indesejadas. 1 Há cerca de 20 anos, a catálise enzimática tem sido apontada como uma estratégia de grande potencial para a síntese de políme-ros, por ser ambientalmente amigável e em geral bastante seletiva, permitindo assim a obtenção de macromoléculas com propriedades diferenciadas e de maior valor agregado.2 As enzimas para a síntese e também modificação de polímeros estão nas classes das hidrolases (como lipases, proteases e esterases) e das oxidorredutases. 3A biocatálise pode ser empregada tanto para a síntese de polí-meros naturais como de polímeros sintéticos, e dentre suas maiores vantagens está a elevada seletividade (enantio-, quimio-, éstereo-e régio-seletividade), levando à obtenção de polímeros perfeitamente estruturados na maioria dos casos. Além disso, a catálise enzimática ocorre em geral de forma bastante eficiente sob condições mais brandas de temperatura e pressão, 4 demanda reduzida (ou nenhuma) quantidade de solventes orgânicos, 5 não proporciona a formação de produtos secundários e os produtos finais são de fácil separação e recuperação.6-8 Tais vantagens ficam claras especialmente quando são empregados biocatalisadores na forma imobilizada, a qual é uma técnica amplamente reportada pela literatura.9,10 A biocatálise foi reconhecida na década de 1990 como uma área nova na síntese de polímeros de precisão. 11Dessa forma, o objetivo desse artigo é apresentar um panorama das principais enzimas e condições de processo que podem ser utilizadas para a síntese e a modificação de polímeros de interesse industrial. O reconhecimento da importância do tema se traduz pela existência hoje de livros inteiramente dedicados à polimerização enzimática. 12-14 APLICAÇÕES DE ENZIMAS NA SÍNTESE DE POLÍMEROS PoliésteresOs poliésteres estão dentre ...

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Biocatalytic polyester acrylation—process optimization and enzyme stability

Cited by 13 publications

References 13 publications

Effects of Regioselectivity and Lipid Class Specificity of Lipases on Transesterification, Exemplified by Biodiesel Production

Effects of Regioselectivity and Lipid Class Specificity of Lipases on Transesterification, Exemplified by Biodiesel Production

Chemo‐enzymatic epoxidation–process options for improving biocatalytic productivity

Applications of Enzymes in Synthesis and Modification of Polymers

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