Asymmetric hydrolysis of a meso-diester using pig liver esterase immobilised in hollow fibre ultrafiltration membrane |
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| Institution: | 1. School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea;2. Department of Chemistry, Gandhigram Rural Institute, Deemed University, Dindigul District, Gandhigram 624 302, Tamil Nadu, India;1. Department of Pathology, The University of Texas MD Anderson Cancer Center, Houston, TX 77030;2. Cancer Center, Jiangjin Central Hospital, Chongqing, China 402260;3. Department of Pathology, West China Hospital, Sichuan University, Chengdu, China 610041;4. Surgical Oncology, The University of Texas MD Anderson Cancer Center, Houston, TX 77030;5. Department of Pediatrics, Molecular and Cytogenetics Laboratory, Texas Children’s Hospital, Houston, TX 77030;6. Hematopathology, The University of Texas MD Anderson Cancer Center, Houston, TX 77030 |
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| Abstract: | Pig liver esterase (PLE) was physically immobilised in a polysulphone ultrafiltration hollow fibre membrane reactor and used for the repetitive batch two-phase hydrolysis and separation, on a multigram scale, of the meso-diester dimethyl cis-cycloxex-4-ene-1,2-dicarboxylate 1 to enantiomerically pure (1S,2R)-cyclohex-4-ene-1,2-dicarboxylic acid monomethyl ester 2. After 25 days, the enzyme still retained its initial activity, which corresponds to 62% of its activity in the free form, and the enantiomeric purity of monoester 2 was still higher than 97%. Simple experimental conditions were established for the large laboratory scale preparation of substrate 1 and isolation of product 2 from the aqueous phase. |
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