Hydrolases in Organic Synthesis

Bornscheuer, Uwe T.; Kazlauskas, Romas J.

doi:10.1002/3527607544

Cited by 332 publications

(252 citation statements)

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“…6,23 For octanoyl ester 3 only few of the microorganisms promoted meaningful hydrolysis of this probe, probably because it is more adequate to test lipases that require a higher level of lipophilicity in the substrate for a good reactivity.…”

Section: Whole Cell Screening Using Fluorogenic Probesmentioning

confidence: 99%

“…Moreover, most lipases present an interfacial activation dependence on substrate concentration. 6 All aspects described above demonstrate how fundamentally significant are lipases and esterases for biotechnological processes. However, the search for new biocatalysts requires rapid methods to detect specific and enantioselective enzymes.…”

Section: Introductionmentioning

confidence: 99%

“…5 The biological role of lipases is probably digestive and of esterases is not completely known. 6 These enzymes accept a wide range of substrates and have been used to catalyze hydrolysis, esterification and transesterification reactions that make these biocatalysts versatile and attractive tools in industry. 7,8 Other important points to be considered are co-factor independence and high stability in non-aqueous media.…”

Section: Introductionmentioning

confidence: 99%

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Esterase screening using whole cells of Brazilian soil microorganisms

Mantovani¹,

Oliveira²,

Marsaioli³

2010

J. Braz. Chem. Soc.

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Um ensaio enzimático miniaturizado com sondas fluorescentes para triagem rápida de microrganismos produtores de esterases foi implementado e aplicado a 64 linhagens de bactérias de solo. Os melhores resultados foram validados por métodos convencionais e substratos não fluorogênicos (feniletanol acetilado e propanoilado) e confirmaram os resultados obtidos nas triagens rápidas. Os microrganismos que apresentaram atividades enzimáticas mais relevantes (razão enantiomérica E > 30) na hidrólise de ésteres e na obtenção de boas razões enantioméricas foram identificados como pertencentes ao gênero Bacillus. Parte dos microrganismos se encontra preservada em glicerol e/ou liofilizada no IQ/Unicamp e três linhagens serão depositadas na CBMAI do CPQBA/Unicamp como depósitos abertos.A miniaturized enzymatic assay using fluorescent probes to reveal esterase producing microorganisms was optimized and applied to screen 64 soil bacterial strains. The best results were validated using traditional non-fluorogenic assays with acetyl and propanoyl phenylethanol to confirm the miniaturized results. The most active microorganisms belong to the genus Bacillus showing esterase activity and good enantiomeric ratios for the resolution of phenylethanol derivatives (E > 30). Part of the microorganisms are kept in our laboratory in glycerol or freezedried and the best microorganisms will be deposited in the CBMAI/CPQBA/Unicamp culture collection.

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Section: Whole Cell Screening Using Fluorogenic Probesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Esterase screening using whole cells of Brazilian soil microorganisms

Mantovani¹,

Oliveira²,

Marsaioli³

2010

J. Braz. Chem. Soc.

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“…Such properties make CAL-B suitable in the organic synthetic applications. Hence, researchers have employed CAL-B in the preparation of a variety of chiral building blocks (Rotticci, 2003;Bornscheuer and Kazlauskas, 2006). For instance, it has been demonstrated that CAL-B catalyzes kinetic resolution of racemic alcohols and amines, desymmetrization of diols and diacetates, and polymerization of lactones (Schmid and Verger, 1998;Gross et al, 2001;van der Mee et al, 2006;Takwa et al, 2011;Andualema and Gessesse, 2012).…”

mentioning

confidence: 99%

“…3.1.1.3), which catalyze the hydrolysis of triglycerides in nature, are one of the most widely used enzymes in academic and industrial fields (Bornscheuer and Kazlauskas, 2006;Wu et al, 2013). Lipases structurally belong to an α/β-hydrolase fold family, and possess the catalytic triad composed of Ser-His-Asp/Glu.…”

mentioning

confidence: 99%

Exploration and functional expression of homologous lipases of Candida antarctica lipase B

Park

2015

The Korean Journal of Microbiology

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Candida (also known as Pseudozyma) antarctica lipase B (CAL-B) has been intensely studied in academic and industrial fields. However, the research related to its homologous enzymes has been rarely reported. In the current investigation, protein sequence similarity search of CAL-B has been conducted and six homologous protein sequences were identified. After the syntheses of their codon-optimized genes, the synthetic genes have been cloned into a periplasmic expression vector to express in Escherichia coli. Among six homologous sequences, four sequences were successfully expressed in E. coli. The hydrolytic activities of the expressed proteins towards 4-nitrophenyl acetate and 4-nitrophenyl butyrate were measured and compared with those of CAL-B to identify whether the expressed proteins work as a hydrolase. It has been revealed that the expressed proteins can hydrolyze the substrates and the specific activities were determined as (1.3-30) × 10 -2 μmol/min/mg, which are lower than those of CAL-B. Among these homologous enzymes, Pseudozyma hubeiensis SY62 exhibits the comparable enantioselectivity to that of CAL-B towards the hydrolysis of (±)-1-phenylethyl acetate.

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