Enzymatic synthesis of tyrosol esters in organic solvents and ionic liquids: Correlation between enzyme activity and solvent properties ...

• Main Authors: Wang, Kang-Hong, Li, Shuangfei, Meng, Ying-Fen, Zou, Yong, Liang, Guo-Bin, Yang, Cheng, Yang, Zhen
• Format: Text
• Language: unknown
• Published: Taylor & Francis 2024
• Subjects: Biophysics; Biochemistry; Microbiology; FOS Biological sciences; Genetics; Pharmacology; Biotechnology; Chemical Sciences not elsewhere classified; Astronomical and Space Sciences not elsewhere classified; Biological Sciences not elsewhere classified; Plant Biology; Antarc*; Antarctica
• Online Access: https://dx.doi.org/10.6084/m9.figshare.25145048; https://tandf.figshare.com/articles/journal_contribution/Enzymatic_synthesis_of_tyrosol_esters_in_organic_solvents_and_ionic_liquids_Correlation_between_enzyme_activity_and_solvent_properties/25145048

Tyrosol is a principle phenolic compound present in olive oil and wine with great pharmacological potentials due to its strong antioxidant property. Its application can be highly extended by increasing its lipophilicity through esterification. In this study, tyrosol esters were synthesized by enzymatic transesterification of tyrosol with vinyl esters, with a commercial lipase from Novozymes (Novozym 435, Candida antarctica lipase B (CALB) immobilized on macroporous acrylic resin beads) as the catalyst, both in organic solvents and in ionic liquids. Methyl tert -butyl ether (MTBE) was the best solvent, offering complete conversions towards the synthesis of tyrosol esters with varying chain lengths (C2-C18) within 1 h. Taking the enzymatic transesterification between tyrosol and vinyl acetate as the model reaction, 18 organic solvents and 24 ionic liquids were screened, and their solvent properties (i.e. hydrophobicity, polarity, viscosity, water activity, and partition coefficients of substrate and product) ...