title: Kinetic resolution of (+/-)-1-phenylethanol in [Bmim][PF6] using high activity preparations of lipases.
abstract: Lipases from two different sources Candida rugosa (CRL) and Burkholderia cepacia (BCL) were formulated as enzyme precipitated and rinsed with organic solvents, organic solvent rinsed enzyme preparation, cross-linked enzyme aggregates (CLEAs) and protein coated micro-crystals (PCMCs). These various enzyme formulates were evaluated for the kinetic resolution of (+/-)-1-phenylethanol in ionic liquid [Bmim][PF(6)] by transesterification with vinyl acetate. Of all the enzyme forms evaluated EPRP and PCMC in the case of CRL showed the best results with 26 % (E value=153) and 53% (E value=79) conversion, respectively, at 35 degrees C in 24h. Carrying out this conversion with PCMC at lower temperature of 25 degrees C further improved the E value to 453 (with 44% conversion in 12h). For BCL the acetone-rinsed enzyme preparation (AREP), CLEA and PCMC performed equally well with % conversion of 50 and 99 ee(p) (%) (E value >1000) in just 2h, whereas, the free lipase gave only 8% conversion.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India.
authors.forename: Shweta
authors.initials: S
authors.lastname: Shah
authors.forename: Munishwar N
authors.initials: MN
authors.lastname: Gupta
mesh_terms: D001592:Benzyl Alcohols / Q000737:chemistry*; D016956:Burkholderia cepacia / Q000201:enzymology; D002175:Candida / Q000201:enzymology; D002851:Chromatography, High Pressure Liquid; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D007093:Imidazoles / Q000494:pharmacology*; D007700:Kinetics; D008049:Lipase / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
chemical_list: C412621:1-butyl-3-methylimidazolium hexafluorophosphate; D001592:Benzyl Alcohols; D007093:Imidazoles; C002017:methylphenyl carbinol; D008049:Lipase