Total production of (R)-3,5-bistrifluoromethylphenyl ethanol by asymmetric reduction of 3,5-bis(trifluoromethyl)-acetophenone in the submerged culture of Penicillium expansum isolate

KURBANOĞLU E. B., Zilbeyaz K., TAŞKIN M., Kurbanoglu N. I.

TETRAHEDRON-ASYMMETRY, cilt.20, sa.23, ss.2759-2763, 2009 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 20 Sayı: 23
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1016/j.tetasy.2009.11.006
  • Dergi Adı: TETRAHEDRON-ASYMMETRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2759-2763
  • Atatürk Üniversitesi Adresli: Evet

Özet

A total of 82 fungal isolates were screened for their ability to reduce 3,5-bis(trifluoromethyl)-acetophenone 1. Penicillium expansum was found to successfully reduce ketone I in the submerged culture. A second screening was performed on the active P. expansum strains identified by the first screening. A number of strains of P. expansum were found to produce (R)-3,5-bistrifluoromethylphenyl ethanol 2 with over 99% enantiomeric excess (ee) from ketone 1. The most productive strain was identified as A expansum EBK-9, and this strain was selected for further experiments. The total production of 2 was carried out by A expansum EBK-9 in a laboratory-scale bioreactor employing optimized conditions as determined by our experiments. P. expansum EBK-9 gave 2 with ee >99% and 76% yield. On a large scale, a total of 3.35 g/L of 2 was produced from I after 56 h. (C) 2009 Elsevier Ltd. All rights reserved.