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Immobilization and enantioselectivity of Bacillus pumilus lipase in ionic liquids

Author:
Bustos-Jaimes, Ismael, García-Torres, Yareth, Santillán-Uribe, Hugo C., Montiel, Carmina
Source:
Journal of Molecular Catalysis. B, Enzymatic 2013 v.89 pp. 137-141
ISSN:
1381-1177
Subject:
Bacillus pumilus, acetates, catalysts, catalytic activity, detergents, enantiomers, hexane, hexanoic acid, industrial applications, ionic liquids, laundry, silica gel, temperature, triacylglycerol lipase
Abstract:
Lipases are excellent catalysts for industrial applications ranging from laundry detergents to fine chemicals synthesis. Bacillus pumilus lipase A (BplA) belongs to a subfamily of small hydrolases displaying a remarkable enantioselectivity in hydrolytic reactions. Recombinant BplA was immobilized in silica gel and its enantioselectivity was evaluated. BplA displays a notorious enantioselectivity towards the R enantiomer of 1-phenylethyl acetate in hydrolytic reactions. In agreement with this hydrolytic enantioselectivity, BplA immobilized in silica gel is enantioselective towards the R enantiomer of 1-phenylethanol for the synthesis of its hexanoic acid ester in n-hexane as solvent. In contrast, isoinversion was observed in the ionic liquids 1-ethyl-3-methylimidazolium methanesulfonate ([Emim][CH3SO3]) or 1-ethyl-3-methylimidazolium methylsulfate ([Emim][EtSO4]). At temperatures from 25 to 35°C, BplA produces only the (R)-enantiomer of the ester, while at temperatures from 15 to 20°C the enantioselectivity is inverted towards the corresponding (S)-enantiomer.
Agid:
855195