Simulation and optimization of Novozym 40086 kinetic resolution of α‐cyclopentylphenylacetic acid enantiomers

Abstract

BACKGROUND: Enzymatic resolution of enantiomers by hydrolysis is a popular method, yet most enantiomers have low solubility in the aqueous phase, resulting in low conversion. Notwithstanding this, the simulation and optimization of the reaction process by modelling has been reported only rarely. Thus, PEG was added to the aqueous phase and a mathematical model was established to obtain optimal conditions. RESULTS: The effects of various parameters were investigated to build an optimized reaction system. The results indicated that temperature and pH had little effect on enantiomeric excess, but they had significant effect on conversion. Conversion was enhanced by 85% with the addition of PEG 400. Kinetic studies showed that pentanol competitively inhibited enzyme activity. A mathematical model was developed, and forward and reverse reactions were taken into consideration. Through simulation and optimization of model, the optimum conditions were obtained as follows: 10 mg mL −1 Novozym 40086, 10 mmol L −1 substrate, 30% PEG 400, temperature 45 ∘ C, pH 6.5 and reaction time 36 h. CONCLUSION: Chiral resolution of -cyclopentylphenylacetic acid enantiomer (CPPA) was achieved by Novozym 40086 enantioselective hydrolysis of the CPPA ester. Under optimum conditions, ee p and c s were 95.83% and 88.52%, respectively. The relative errors between predicted values and experimental values were <5%, confirming that the model could accurately predict the enzymatic resolution reaction.

Enzyme Immobilization in Covalent Organic Frameworks: Strategies and Applications in Biocatalysis

“…Historically, inert polymers (resin and biopolymers) and inorganic materials (silica and zeolite) were extensively explored for the development of supported enzymes. Important examples of commercial preparations are Novozym®435, a lipase from Candida antarctica type B immobilized on a hydrophobic acrylic resin carrier, Lipozyme®TL IM, a 1,3 specific lipase from Thermomyces lanuginosus immobilized on a non‐compressible silica gel carrier and Novozym®40086, a 1,3 specific lipase from Rhizomucor mehei immobilized on a resin carrier . However, the development of innovative materials with the capacity to improve the state of enzyme immobilization is essential to provide new perspectives to the industrial sector.…”