Stereoselective Reduction of Ethyl 2-Methyl-3-oxobutanoate by Bacteria.

• MIYA Hiroyuki

• KAWADA Mitsuru

• SUGIYAMA Yoshio

抄録

More than 450 bacterial strains were examined for their ability to reduce ethyl 2-methyl-3-oxobutanoate (1) to ethyl 3-hydroxy-2-methylbutanoate: Nine strains of enteric bacteria were found to predominantly yield the product with a syn configuration. Of these strains, five gave ethyl (2R, 3S) 3-hydroxy-2-methylbutanoate (2a) with more than 98% diastereoisomeric excess (d.e.) and over 99% enantiomeric excess (e.e.) Klebsiella pneumoniae IFO 3319 was found to give the highest d.e., e.e., and chemical yield at a high concentration of 1. Reduction of 1 was than done with the bacterium in a 200-liter fermentor. Two kilograms of 1 was converted to 2a with 99% d.e., , >99% e.e., and 99% chemical yield.

収録刊行物

• Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ

  Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ 60 (1), 95-98, 1996

  公益社団法人 日本農芸化学会

キーワード

• stereoselective reduction
• ethyl 2-methyl-3-oxobutanoate
• ethyl (2R,3S)3-hydroxy-2-methylbutanoate
• Klebsiella pneumoniae IFO 3319

詳細情報

• CRID: 1390001206473578240
• NII論文ID: 110002677938
• NII書誌ID: AA10824164
• DOI: 10.1271/bbb.60.95
• COI: 1:CAS:528:DyaK28Xpsl2rtA%3D%3D
• ISSN: 13476947
• ISSN: 09168451
• ISSN: http://id.crossref.org/issn/09168451
• Web Site: http://www.tandfonline.com/doi/pdf/10.1271/bbb.60.95
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可