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Effect of organic cosolvent on kinetic resolution of tert-leucine by penicillin G acylase from Kluyvera citrophila

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Abstract

Penicillin G acylase (PGA) from Kluyvera citrophila immobilized on Amberzyml was used for enantioselective hydrolysis of N-phenylacetylated-dl-tert-leucine (N-Phac-dl-Tle) to produce l-tert-leucine (l-Tle). The effects of various organic cosolvents on hydrolysis of N-Phac-dl-Tle have been investigated in aqueous-cosolvent medium. It was founded that the rate of PGA-catalyzed reaction was significantly affected by the presence of 2% (v/v) organic cosolvent concentration. The initial rate fell with increasing logP of the cosolvent, but for logP values less than −0.24 the rate was faster than in purely aqueous medium. Additionally, the relative rate increases with the increase of dielectric constant (ε) of organic cosolvents. The yields of l-Tle in all aqueous-cosolvent systems were above 95% with the enantiomeric excess (ee) of >99%.

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Acknowledgement

This work was supported by the Ministry of Education (grant nos. 2002CCA400 and 20020251004).

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Authors and Affiliations

  1. State Key Lab of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, People’s Republic of China

    Shu-Lai Liu, Dong-Zhi Wei, Qing-Xun Song, Ye-Wang Zhang & Xue-Dong Wang

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  1. Shu-Lai Liu
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  2. Dong-Zhi Wei
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  3. Qing-Xun Song
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Correspondence to Dong-Zhi Wei.

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Liu, SL., Wei, DZ., Song, QX. et al. Effect of organic cosolvent on kinetic resolution of tert-leucine by penicillin G acylase from Kluyvera citrophila . Bioprocess Biosyst Eng 28, 285–289 (2006). https://doi.org/10.1007/s00449-005-0027-y

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