Enantio-selective preparation of (S)-1-phenylethanol by a novel marine GDSL lipase MT6 with reverse stereo-selectivity
We previously functionally characterized a novel marine microbial GDSL lipase MT6 and identified that the stereo-selectivity of MT6 was opposite to that of other common lipases in trans-esterification reactions. Herein, we have investigated the use of MT6 in stereo-selective biocatalysis through direct hydrolysis reactions. Notably, the stereo-selectivity of MT6 was also demonstrated to be opposite to that of other common lipases in hydrolysis reactions. Parameters, including temperature, organic co-solvents, pH, ionic strength, catalyst loading, substrate concentration, and reaction time, affecting the enzymatic resolution of racemic 1-phenylethyl acetate were further investigated, with the e.e. of the final ( S )-1-Phenylethanol product and the conversion being 97% and 28.5%, respectively, after process optimization. The lengths of side chains of 1-phenylethyl esters greatly affected the stereo-selectivity and conversion during kinetic resolutions. MT6 is a novel marine microbial GDSL lipase exhibiting opposite stereo-selectivities than other common lipases in both trans-esterification reactions and hydrolysis reactions.
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