Enzymatic kinetic resolution of (RS)-1-(Phenyl)ethanols by Burkholderia cepacia lipase immobilized on magnetic nanoparticles

Abstract

A lipase proveniente da Burkholderia cepacia imobilizada em nanopartículas superparamagnéticas usando diferentes metodologias de imobilização (adsorção e quimiosorção) foi eficientemente aplicada como biocatalisador reciclável na resolução cinética de (RS)-1-(fenil) etanols através de reações de transesterificação. Os (R)-ésteres e os (S)-alcoóis foram obtidos com excelente excesso enantiomérico (> 99%), o que corresponde a um perfeito processo de resolução cinética enzimática (conversão 50%, E > 200). As reações de transesterificação catalisadas pela lipase de B. cepacia imobilizada pela metodologia com glutaraldeído apresentaram os melhores resultados em termos de conversão após 8 ciclos de reação.Lipase from Burkholderia cepacia immobilized on superparamagnetic nanoparticles using adsorption and chemisorption methodologies was efficiently applied as recyclable biocatalyst in the enzymatic kinetic resolution of (RS)-1-(phenyl)ethanols via transesterification reactions. (R)-Esters and the remaining (S)-alcohols were obtained with excellent enantiomeric excess (> 99%), which corresponds to a perfect process of enzymatic kinetic resolution (conversion 50%, E > 200). The transesterification reactions catalysed with B. cepacia lipase immobilized by the glutaraldehyde method showed the best results in terms of reusability, preserving the enzyme activity (conversion 50%, E > 200) for at least 8 successive cycles.

Microspheres for Enzyme Immobilization

“…Various enzymes including glucoamylase (Bahar & Celebi, 1999), cytochrome C oxidase (Cuyper & Joniau, 1992), β-lactamase (Gao et al, 2003), chymotrypsin (Izmaĭlov et al, 2000, Rebelo et al, 2010, alcohol dehydrogenase , glucose oxidase, galactose oxidase, urease (Varlan & Sansen Ann Van, 1996), neuramidinase (Bilkova et al, 2002), papain (Korecká et al, 2005), Dnase (Rittich et al, 2002), Rnase (Horák et al, 2001), etc. can be immobilized via chemical bonds on coated or embedded magnetic particles.…”

Candida rugosa lipase nanoparticles as robust catalyst for biodiesel production in organic solvents

“…Better control of reaction initiation, termination, and flexibility in scaling the process are additional advantages. Drastic improvements in activity, shelf-life, and operational stability of lipase immobilized on mNP have been reported in the formation of various products (Dyal et al, 2003;Rebelo et al, 2010;Xun et al, 2012).…”

Lipase immobilized on polydopamine-coated magnetite nanoparticles for biodiesel production from soybean oil

“…Supermagnets of Nd2Fe14B displaying strong magnetic fields are quite available in the market, and are suitable for this purpose. However, one has to carefully consider the biomolecule linking procedure to the nanoparticle beforehand, since the coupling method can impact the enzyme catalytic activity and its immobilization efficiency (Rebelo et al, 2010;Netto et al, 2009Netto et al, , 2011Netto et al, , 2012Netto et al, , 2013Netto et al, , 2015. A large variety of methods has already been employed (Netto et al, 2013); however, they have led to very contrasting results.…”