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Optimization of process parameters and kinetic modeling for the enantioselective kinetic resolution of (R,S)-2-pentanol

Content Provider	Scilit
Author	Malyemez, Aslı Soyer Bayraktar, Emine Mehmetoğlu, Ülkü
Copyright Year	2017
Abstract	Introduction:In order to product (S)-2-pentanol which have been used as a key chiral intermediate required in the synthesis of several potential anti-Alzhemeir drugs, the effects of enzyme, acyl donor, substrate concentration and acyl donor/racemic-2-pentanol mole ratio were investigated on the kinetic resolution of racemic-2-pentanol.Methods:Reactions were performed in a bioreactor of 50 mL capacity with a working volume of 30 mL on an orbital shaker at 150 rpm and at 30°C. Production parameters were investigated with different type of enzyme and acyl donor.Results:The optimum conditions were obtained with Novozyme 435 and vinyl butyrate with the 50% conversion, 99% of enantiomeric excess for the substrate at 30 min. Optimum conditions are 1500 mM substrate and 4 mg/mL enzyme concentrations and 24.88 mM/min maximum initial reaction rate. It was obtained that Ping-Pong bi-bi mechanism was the appropriate reaction kinetic. Kinetic parameters were determined with Polymath 6.1 software as 4.16 mmol/min/g enzyme maximum reaction rates, 103.73 mM Km for (R)-2-pentanol and 51.18 mM Km for vinyl butyrate.Conclusion:(S)-2-pentanol was obtained with 99% of enantiomeric excess. These data will be clear up to product (S)-2-pentanol at larger industrial scales in future.
Related Links	http://www.degruyter.com/downloadpdf/j/tjb.2017.42.issue-6/tjb-2016-0299/tjb-2016-0299.xml
Ending Page	608
Page Count	9
Starting Page	600
ISSN	02504685
e-ISSN	1303829X
DOI	10.1515/tjb-2016-0299
Journal	Turkish Journal of Biochemistry
Issue Number	6
Volume Number	42
Language	English
Publisher	Walter de Gruyter GmbH
Publisher Date	2017-08-25
Access Restriction	Open
Subject Keyword	Turkish Journal of Biochemistry Analytical Chemistry Racemic-2-pentanol Kinetic Resolution Transesterification Kinetic Model Enantiomeric Excess Journal: Turkish Journal of Biochemistry, Vol- 42
Content Type	Text
Resource Type	Article
Subject	Biochemistry (medical) Biochemistry Clinical Biochemistry Molecular Biology

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