Abstract:
OBJECTIVE:To produce (S)-3-hydroxy-1-(3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one (S)-1 from 4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro [1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-one (2) by microbial bioreduction. RESULTS:A new isolate of Pseudomonas pseudoalcaligenes reduced enantioselectively prochiral ketone 2 to chiral alcohol (S)-1. Whole cells of the bacterium were tolerant towards 20 % (v/v) DMSO and 10 g 2/l. Under the optimal conditions, the preparative-scale bioreduction yielded (S)-1 at 90 % yield and >99 % ee. Cells could be re-used with the yield and ee of product being 45 % and >99 %, respectively, after five cycles. CONCLUSION:Bioreduction using whole cells of P. pseudoalcaligenes is an attractive approach to produce (S)-1, as a chiral intermediate of the anti-diabetic drug, sitagliptin.
journal_name
Biotechnol Lettjournal_title
Biotechnology lettersauthors
Wei Y,Xia S,He C,Xiong W,Xu Hdoi
10.1007/s10529-016-2051-1subject
Has Abstractpub_date
2016-05-01 00:00:00pages
841-6issue
5eissn
0141-5492issn
1573-6776pii
10.1007/s10529-016-2051-1journal_volume
38pub_type
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更新日期:2003-10-01 00:00:00
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pub_type: 杂志文章
doi:10.1023/B:BILE.0000036604.20963.da
更新日期:2004-08-01 00:00:00
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更新日期:2017-01-01 00:00:00
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更新日期:2009-06-01 00:00:00
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pub_type: 杂志文章
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pub_type: 杂志文章
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更新日期:2006-05-01 00:00:00
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pub_type: 杂志文章
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更新日期:2005-05-01 00:00:00