A Cutinase with Polyester Synthesis Activity

Hunsen, Mo; Azim, Abul; Mang, Harald; Wallner, Sabine R.; Ronkvist, Åsa M.; Xie, Wenchun; Gross, Richard A.

doi:10.1021/ma062095g

Cited by 77 publications

(75 citation statements)

References 13 publications

(16 reference statements)

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“…The best performances in terms of conversion and molar masses of the products were obtained by using Thc_cut1 that led to a 86% monomer conversion and M n of around 1000 Da while CaLB gave a conversion of 76% and a M n of only 528 Da [10]. Interestingly, the polycondensation catalyzed by HiC gave no observable products, in disagreement to what was previously reported [60]. The substrate acceptance of Thc_cut1 was further investigated, catalyzing the polycondensations of dimethyl adipate with 1,4-butanediol, 1,6-hexanediol, 1,8-octanediol, and 1,12-dodecandiol [10].…”

Section: Cutinases As Biocatalysts For Polymerization Reactionscontrasting

confidence: 78%

“…Cutinase-catalyzed polycondensation was reported for the first time in 2007, when HiC was used for polyester synthesis using different diacids and diols [60]. Polycondensation reactions were performed in solvent-free environment and under vacuum (10 mm Hg) at 70 • C using an adsorbed preparation of HiC on previously lyophilized Lewatit beads (similar to the commercial preparation Novozym ® 435 where CaLB is adsorbed on the same polymeric carrier) [60].…”

Section: Cutinases As Biocatalysts For Polymerization Reactionsmentioning

confidence: 99%

“…Polycondensation reactions were performed in solvent-free environment and under vacuum (10 mm Hg) at 70 • C using an adsorbed preparation of HiC on previously lyophilized Lewatit beads (similar to the commercial preparation Novozym ® 435 where CaLB is adsorbed on the same polymeric carrier) [60]. In particular, adipic acid was tested in polycondensation reactions with 1,4-butanediol, 1,6-hexanediol, and 1,8-octanediol (Figure 2a) leading to M n ranging from 2700 to 12,000 Da.…”

Section: Cutinases As Biocatalysts For Polymerization Reactionsmentioning

confidence: 99%

“…In particular, adipic acid was tested in polycondensation reactions with 1,4-butanediol, 1,6-hexanediol, and 1,8-octanediol (Figure 2a) leading to M n ranging from 2700 to 12,000 Da. A more rigid diol, 1,4-cyclohexanedimethanol, was polymerized with adipic, succinic, suberic, and sebacic acids (from C 4 to C 10 ) (Figure 2b) leading to M n from 900 to 19,000 Da according to the diacid chain lenght [60]. Results demonstrated the ability of HiC to perform polycondensation with each tested monomer and showed a preference for longest acids or diols chains: adipic acid with 1,8-butanediol and 1,4-cyclohexanedimethanol with sebacic acid gave higher polymerization degrees.…”

Section: Cutinases As Biocatalysts For Polymerization Reactionsmentioning

confidence: 99%

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Nature Inspired Solutions for Polymers: Will Cutinase Enzymes Make Polyesters and Polyamides Greener?

et al. 2016

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Abstract:The polymer and plastic sectors are under the urge of mitigating their environmental impact. The need for novel and more benign catalysts for polyester synthesis or targeted functionalization led, in recent years, to an increasing interest towards cutinases due to their natural ability to hydrolyze ester bonds in cutin, a natural polymer. In this review, the most recent advances in the synthesis and hydrolysis of various classes of polyesters and polyamides are discussed with a critical focus on the actual perspectives of applying enzymatic technologies for practical industrial purposes. More specifically, cutinase enzymes are compared to lipases and, in particular, to lipase B from Candida antarctica, the biocatalyst most widely employed in polymer chemistry so far. Computational and bioinformatics studies suggest that the natural role of cutinases in attacking natural polymers confer some essential features for processing also synthetic polyesters and polyamides.

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Section: Cutinases As Biocatalysts For Polymerization Reactionscontrasting

confidence: 78%

Section: Cutinases As Biocatalysts For Polymerization Reactionsmentioning

confidence: 99%

Section: Cutinases As Biocatalysts For Polymerization Reactionsmentioning

confidence: 99%

Section: Cutinases As Biocatalysts For Polymerization Reactionsmentioning

confidence: 99%

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Nature Inspired Solutions for Polymers: Will Cutinase Enzymes Make Polyesters and Polyamides Greener?

et al. 2016

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“…A cutinase de Humicola insolens (Novozymes®) demonstrou atividade promissora em lactonas de anel aberto e reações de polimerização por condensação. 57 A maioria das investigações em biotransformação catalisadas por cutinase tem se concentrado na degradação de poliésteres e na esterificação ou transesterificação de pequenas moléculas. 54 Mais de meio século atrás, os polímeros sintéticos passaram a substituir os materiais naturais em quase todas as áreas, e atualmente os plásticos se tornaram indispensáveis à vida moderna.…”

Section: Química De Polímerosunclassified

Cutinases fúngicas: propriedades e aplicações industriais

et al. 2008

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Recebido em 18/12/07; aceito em 20/6/08; publicado na web em 10/11/08 FUNGAL CUTINASES: PROPERTIES AND INDUSTRIAL APPLICATIONS -REVIEW.Cutinases (EC 3.1.1.74) are also known as cutin hidrolases. These enzymes share catalytic properties of lipases and esterases, presenting a unique feature of being active regardless the presence of an oil-water interface, making them interesting as biocatalysts in several industrial processes involving hydrolysis, esterification and trans-esterification reactions. They are also active in different reaction media, allowing their applications in different areas such as food industry, cosmetics, fine chemicals, pesticide and insecticide degradation, treatment and laundry of fiber textiles and polymer chemistry. The present review describes the characteristics, potential applications and new perspectives for these enzymes.Keywords: cutinase; industrial applications; biochemical characteristics. introduçÃoCutinases são enzimas que catalisam a hidrólise de um biopoliéster insolúvel, a cutina, componente estrutural da cutícula das plantas.1 Este poliéster é composto do seguintes ácidos graxos: ω-hidróxi ácidos graxos, ácido diidroxidróxi palmítico, e ácidos 18-hidróxi-9,10,-epóxi C 18 saturados e Δ12 insaturados, e ácidos 9,10,18-triidróxi C 18 saturados e Δ12 monoinsaturados. A composição da cutina é dependente da espécie, porém, em geral, em plantas de crescimento rápido predominam os ácidos de 16 carbonos, particularmente diidroxipalmitato, enquanto em plantas de crescimento lento uma mistura de ácidos de 16 e 18 carbonos é encontrada. A cutinase libera hidroliticamente todos os tipos de monômeros a partir do polímero. 2Além da hidrólise, assim como as lipases, as cutinases também são capazes de catalisar reações reversas, como esterificação, transesterificação (interesterificação, alcoólise e acidólise) e aminólise, sendo que a atividade de água do meio reacional é um dos fatores determinantes para cada classe de reação. 3,4 Segundo Brenda 5 a cutinase é classificada como EC 3.1.1.3 com nome recomendado de triacilglicerol lipase, e nome sistemático de triacilglicerolacil-hidrolase. Também é classificada, pela mesma fonte, como 3.1.l.74 com nome recomendado de cutinase e nome sistemático de cutina hidrolase, ou seja, uma esterase que hidrolisa a cutina, podendo agir e ser classificada também como lipase.As cutinases apresentam diversas características interessantes para aplicações em uma ampla gama de produtos, variando de detergentes a alimentos.6 Conseqüentemente, tem sido desenvolvida intensa pesquisa abordando suas estruturas, funções, purificação e aplicações, visando o desenvolvimento de novos processos empregando este grupo de enzimas. 1O presente artigo descreve as características e potenciais aplicações das cutinases fúngicas em processos industriais. Características das cutinasesCutinases são dos menores membros da família serina hidrolase, que apresenta a tríade catalítica clássica composta por serina, histidina e um grupo carboxil. A sub-família das cutinases consiste em ...

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Enzymatic Polymerization

Kobayashi¹

2011

Encyclopedia of Polymer Science and Technology

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Developments in enzymatic polymerization, a method of polymer synthesis, are comprehensively reviewed. The method, which has been developed over the past few decades, utilizes enzymes as catalysts for in vitro reactions. Characteristics of enzymatic catalysis are discussed. Synthesis of natural and unnatural polysaccharides employs hydrolase enzyme catalysts for polycondensation and ring‐opening polyaddition. Some of these polysaccharides are difficult to synthesize by a conventional chemical method. A variety of functionalized polyesters are synthesized in most cases by lipase catalysts via polycondensation as well as ring‐opening polymerization. Some new polymer synthesis approaches have been developed. Enzyme‐catalyzed modification is also mentioned for polyester synthesis. Oxidative polymerizations of aromatic compounds like phenols and anilines produce various functional aromatic polymers. Owing to the characteristic nature of enzymatic polymerization, the opportunity for “green polymer chemistry” is emphasized.

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A Cutinase with Polyester Synthesis Activity

Cited by 77 publications

References 13 publications

Nature Inspired Solutions for Polymers: Will Cutinase Enzymes Make Polyesters and Polyamides Greener?

Nature Inspired Solutions for Polymers: Will Cutinase Enzymes Make Polyesters and Polyamides Greener?

Cutinases fúngicas: propriedades e aplicações industriais

Enzymatic Polymerization

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