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논문 기본 정보
- 자료유형
- 학술저널
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- 한국미생물생명공학회 Journal of Microbiology and Biotechnology Journal of Microbiology and Biotechnology 제29권 제11호
- 발행연도
- 2019.1
- 수록면
- 1,769 - 1,776 (8page)
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Ethyl (S)-3-hydroxy-3-(2-thienyl) propanoate ((S)-HEES) acts as a key chiral intermediate for the blockbuster antidepressant drug duloxetine, which can be achieved via the stereoselective bioreduction of ethyl 3-oxo-3-(2-thienyl) propanoate (KEES) that contains a 3-oxoacyl structure. The sequences of the short-chain dehydrogenase/reductases from Chryseobacterium sp. CA49 were analyzed, and the putative 3-oxoacyl-acyl-carrier-protein reductase, ChKRED12, was able to stereoselectively catalyze the NADPH-dependent reduction to produce (S)-HEES. The reductase activity of ChKRED12 towards other substrates with 3- oxoacyl structure were confirmed with excellent stereoselectivity (>99% enantiomeric excess) in most cases. When coupled with a cofactor recycling system using glucose dehydrogenase, the ChKRED12 was able to catalyze the complete conversion of 100 g/l KEES within 12 h, yielding the enantiopure product with >99% ee, showing a remarkable potential to produce (S)-HEES.
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참고문헌 (43)
참고문헌 신청
Balke K / 2012 / Discovery, application and protein engineering of BaeyerVilliger monooxygenases for organic synthesis / Org. Biomol. Chem 10:6249~6265
Bornscheuer UT / 2012 / Engineering the third wave of biocatalysis / Nature 485:185~194
Deshpande PP / 2008 / Microbial hydroxylation of obromophenylacetic acid : synthesis of 4-substituted-2, 3dihydrobenzofurans / J. Ind. Microbiol. Biotechnol 35:901~906
Hollmann F / 2011 / Enzymatic reductions for the chemist / Green Chem 13:2285~2314
Ni Y / 2012 / Biocatalytic ketone reduction : a green and efficient access to enantiopure alcohols / Biotechnol. Adv 30:1279~1288
Bornscheuer UT / 2012 / Engineering the third wave of biocatalysis / Nature 485:185~194
Deshpande PP / 2008 / Microbial hydroxylation of obromophenylacetic acid : synthesis of 4-substituted-2, 3dihydrobenzofurans / J. Ind. Microbiol. Biotechnol 35:901~906
Hollmann F / 2011 / Enzymatic reductions for the chemist / Green Chem 13:2285~2314
Ni Y / 2012 / Biocatalytic ketone reduction : a green and efficient access to enantiopure alcohols / Biotechnol. Adv 30:1279~1288
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