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Kinetic Resolution of (+/-)-1-phenylethanol in [Bmim][PF6] Using High Activity Preparations of Lipases

Kinetic Resolution of (+/-)-1-phenylethanol in [Bmim][PF6] Using High Activity Preparations of Lipases

Shweta Shah, Munishwar N Gupta

Bioorg Med Chem Lett. 2007 Feb 15;17(4):921-4.

PMID: 17157018

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
IAR42416030	Lipase, Candida rugosa, CLEA			Price

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