Novel microbial lipases: catalytic activity in reactions in organic media

Cardenas, F.; Castro, María Soledad de; Sánchez-Montero, J.M.; Sinisterra, J. V.; Valmaseda, M.; Elson, Stephen W.; Álvarez, Emilio

doi:10.1016/s0141-0229(00)00278-7

Cited by 80 publications

(41 citation statements)

References 37 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Essa capacidade foi avaliada a partir de duas reações de esterificação, utilizando os seguintes sistemas: (a) esterificação do (R,S)-ibuprofeno com 1-propanol como aceptor acila em meio contendo isoctano 20,21 . Esta reação contendo o sistema composto de (R,S)-ibuprofeno (66 mM), 1-propanol (66 mM), isoctano (10 mL), 1 mL de solução tampão fosfato de sódio pH 6,0 e 2% de peneira molecular 4 Å (m/m) foi iniciada pela adição de 0,1 g de lipase (linhagens nativas e comerciais) e conduzida à 40 °C em agitador rotativo tipo "shaker" com 130 rpm.…”

Section: Estudo Da Capacidade De Esterificação Enantiosseletiva Das Lunclassified

Potencial de biocatálise enantiosseletiva de lipases microbianas

Carvalho¹,

Calafatti²,

Marassi³

et al. 2005

Quím. Nova

View full text Add to dashboard Cite

Recebido em 18/5/04; aceito em 12/11/04; publicado na web em 13/4/05 POTENTIAL OF ENANTIOSELECTIVE BIOCATALYSIS BY MICROBIAL LIPASES. Microbial lipases have a great potential for commercial applications due to their stability, selectivity and broad substrate specificity because many non-natural acids, alcohols or amines can be used as the substrate. Three microbial lipases isolated from Brazilian soil samples (Aspergillus niger; Geotrichum candidum; Penicillium solitum) were compared in terms of their stability and as biocatalysts in the enantioselective esterification using racemic substrates in organic medium. The lipase from Aspergillus niger showed the highest activity (18.2 U/mL) and was highly thermostable, retaining 90% and 60% activity at 50 o C and 60 o C after 1 hour, respectively. In organic medium, this lipase provided the best results in terms of enantiomeric excess of the (S)-active acid (ee = 6.1%) and conversion value (c = 20%) in the esterification of (R,S)-ibuprofen with 1-propanol in isooctane. The esterification reaction of the racemic mixture of (R,S)-2-octanol with decanoic acid proceeded with high enantioselectivity when lipase from Aspergillus niger (E = 13.2) and commercial lipase from Candida antarctica (E = 20) were employed.Keywords: lipases; enantioselectivity; (R,S)-ibuprofen. INTRODUÇÃOA biocatálise é hoje um dos campos mais promissores dentro das novas tecnologias para síntese de compostos de alto valor agregado. A exploração da biodiversidade na busca de novos catalisadores por técnicas de seleção de microrganismos, de plantas ou células animais representam os métodos tradicionais de descoberta de novas enzimas para o desenvolvimento da biocatálise em escala industrial 1 . Os microrganismos neste caso são de particular interesse devido ao curto período de geração, à grande diversidade de processos metabólicos e enzimas envolvidas e, não há um número limitado de microrganismos na natureza que possam ser testados, os quais são bastante diferentes entre si. Microrganismos isolados em território brasileiro têm demonstrado excelente potencial biocatalisador frente a diferentes substratos orgânicos de interesse, como por ex. na hidrólise de óleos marinhos 2,3 , na síntese de ésteres de ácidos graxos poliinsaturados 4 e de ésteres de aroma 5 .Dentre as enzimas hidrolíticas de maior interesse estão as lipases (glicerol ester hidrolase E C. 3.1.1.3), que são biocatalisadores versáteis capazes de catalisar diferentes reações, tanto em meio aquoso como em meio orgânico, com teor de água restrito. Entre as lipases de vegetais, animais e microbianas, estas últimas são as mais utilizadas e, na sua grande maioria, não são nocivas a saúde humana, sendo reconhecidas como "Generally Regarded as Save -GRAS" 6 . Do ponto de vista industrial, os fungos são especialmente valorizados porque as enzimas por eles produzidas normalmente são extracelulares, o que facilita sua recuperação do meio de fermentação 7 . Os trabalhos replatados em literatura sobre lipases fúngicas são numerosos, sendo que os mais ...

show abstract

Section: Estudo Da Capacidade De Esterificação Enantiosseletiva Das Lunclassified

Potencial de biocatálise enantiosseletiva de lipases microbianas

Carvalho¹,

Calafatti²,

Marassi³

et al. 2005

Quím. Nova

View full text Add to dashboard Cite

show abstract

“…The colonies of isolated yeasts were examined on modified tributyrin plate agar and clear zones around the colonies indicate production of lipase (Cardenas et al, 2001). This medium composed of (g/l): 10 peptone; 12 yeast extract; 30 tributyrin and 10 agars (pH 6.2).…”

Section: Screening Of Lipolytic Yeastsmentioning

confidence: 99%

Screening of Candida boidinii from Chemlal spent olive characterized by higher alkaline-cold adapted lipase production

Bataiche¹,

Kacem-Chaouche²,

Destain³

et al. 2014

Afr. J. Biotechnol.

View full text Add to dashboard Cite

A total of 24 lipolytic yeasts were isolated from the spent olive derived from olive fruits of the Algerian variety Chemlal. One strain, G5, had the highest lipolytic activity (20 mm) on the tributyrin agar plate. The morphological, biochemical characterization and 18S rDNA gene analysis of the selected strain, confirms that it is Candida boidinii KF156789. The production of lipase and biomass were carried out in liquid and solid (spent olive) media. In submerged fermentation, it seemed that the production of enzyme reached its maximum 7.3 U/ml, whereas; the growth cells reached its maximum at 1.9 × 10 8 cell/ml. That can be explained by the assimilation of free fatty acids by this strain after degradation of olive oil by the enzyme. The production of lipase and biomass, in solid state fermentation, gave the maximum yield for cell growth (1.3 × 10 9 cell/ml), while lipolytic activity reached 4.8 U/g. The highest activity of the studied enzyme was at pH 7.0 and 37°C. The enzyme maintained more than 90% of its activity at pH 8.0-9.0 and 70% at temperature range of 4-40°C; it was concluded that the lipase from C. boidinii KF156789 has the potential to be an alkaline cold-adapted enzyme.

show abstract

“…Lipases from Candida rugosa (cylindracea), Candida antarctica and Rhizomucor miehei have been used to resolve the enantiomers of ibuprofen (29,32,44), naproxen (35,39,43), suprofen (40) and flurbiprofen (5). Some studies have been done exploiting the enantioselectivity from novel microbial lipases (6,7,27). In a preliminary study, we reported that some native lipases provided good results in terms of thermostability and enantioselectivity in the esterification reaction using racemic substrates (8,9).…”

Section: Introductionmentioning

confidence: 99%

Enzymatic resolution of (R,S)-ibuprofen and (R,S)-ketoprofen by microbial lipases from native and commercial sources

Carvalho¹,

Contesini²,

Ikegaki³

2006

Braz. J. Microbiol.

View full text Add to dashboard Cite

The enantioselectivity (E) of native lipases from Aspergillus niger, Aspergillus terreus, Fusarium oxysporum, Mucor javanicus, Penicillium solitum and Rhizopus javanicus in the resolution of (R,S)-ibuprofen and (R,S)-ketoprofen enantiomers by esterification reaction with 1-propanol in isooctane was compared with known commercial Candida rugosa (Sigma) and Candida antarctica (Novozym ® 435) lipases. In the resolution of (R,S)-ibuprofen, C. rugosa lipase showed good selectivity (E = 12) while Novozym ® 435 (E = 6.7) and A. niger (E = 4.8) lipases had intermediate selectivities. Other enzymes were much less selective (E around 2.3 and 1.5), under tested conditions. After preliminary optimization of reaction conditions (water content, enzyme concentration and presence of additives) the enantioselectivity of native A. niger lipase could be enhanced substantially (E = 15). All tested lipases showed low selectivity in the resolution of (R,S)-ketoprofen because poor ester yields and low enantiomeric excess of the acid remaining were achieved.

show abstract

Novel microbial lipases: catalytic activity in reactions in organic media

Cited by 80 publications

References 37 publications

Potencial de biocatálise enantiosseletiva de lipases microbianas

Potencial de biocatálise enantiosseletiva de lipases microbianas

Screening of Candida boidinii from Chemlal spent olive characterized by higher alkaline-cold adapted lipase production

Enzymatic resolution of (R,S)-ibuprofen and (R,S)-ketoprofen by microbial lipases from native and commercial sources

Contact Info

Product

Resources

About