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  • Title: Calix[n]arene carboxylic acid derivatives as regulators of enzymatic reactions: enhanced enantioselectivity in lipase-catalyzed hydrolysis of (R/S)-naproxen methyl ester.
    Author: Akoz E, Akbulut OY, Yilmaz M.
    Journal: Appl Biochem Biotechnol; 2014 Jan; 172(1):509-23. PubMed ID: 24092454.
    Abstract:
    Candida rugosa lipase was immobilized with a sol-gel encapsulation procedure in the presence and absence of a calix[n]arene carboxylic acid derivative grafted onto magnetic nanoparticles or in the presence of the calix[n]arene carboxylic acid derivative with Fe3O4 magnetic nanoparticles as an additive. Through the enantioselective hydrolysis of racemic naproxen methyl ester and the hydrolysis of p-nitrophenylpalmitate, the relative enzyme activity was evaluated and tested. These results show that the encapsulated lipase without supports has lower conversion and enantioselectivity compared to the Calix[n]COOH-based encapsulated lipase. It has also been observed that the Calix[4]COOH-based encapsulated lipase has excellent enantioselectivity (enantiomeric ratio (E) > 400) as compared to encapsulated-free lipase enantioselectivity (E = 137), and it also has an enantiomeric excess value of ~98 % for S-naproxen.
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