Hamdullah KILIÇ, Mesut TAŞKIN, Kani ZİLBEYAZ, Namudar I. KURBANOĞLU, Esabi B. KURBANOĞLU

120114

Production of (S)-(-)-1-(1-(1'-napthyl) ethanol by Rhodotorula glutinis isolate using ram horn peptone

Production of (S)-(-)-1-(1-(1'-napthyl) ethanol by Rhodotorula glutinis isolate using ram horn peptone

The bioreduction of 1-acetonaphthone 1 by locally isolated Rhodotorula glutinis strains using ram horn peptone (RHP) gave (6')-(-)-l-(l'-naphthyl) ethanol (2), an important pharmaceutical intermediate. R. glutinis strains were isolated from the water of fermented Salix leaves. Optimum fermentation conditions for the production of 2 were 200 rpm, 32 °C, and pH 6.5. The production of 2 with excellent enantiomeric excess (>99%), and good conversion (100%) and yield (78%) under optimum conditions was achieved up to preparative scale via a fermenter. Wide temperature, pH, time, and agitation ranges did not affect the enantiomeric excess (ee) of the bioreduction product. A simple process for the isolation of R. glutinis was also developed.
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  • 1.Murzin, D.Y.; Maki-Arvela, P.; Toukoniitty, E.; Salmi, T. Catal. Rev. 2005, 47, 175-256.
  • 2.Drepper,T.; Eggert, T.; Hummel, W.; Leggewie, C.; Pohl, M.; Rosenau, F.; Wilhelm, S.; Jaeger, K.E. Biotechnol. J. 2006, 1, 777-786.
  • 3.Griffin, D. R.; Yang, F.; Carta, G.; Gainer, J. L. Biotechnol. Prog. 1998, 14, 588-593.
  • 4.Tao, J.; Zhao, L.; Ran, N. Org. Proces. Res. Develop. 2007, 11, 259-267.
  • 5.Comasseto, J. V.; Andrade, L. H.; Omori, A. T.; Assis L. F.; Porto, A. L. M. J. Mol. Catal. B. Enzym. 2004, 29, 55-61.
  • 6.Mandal, D.; Ahmad, A.; Khan, M. I.; Kumar, R.; J. Mol. Catal. B. Enzym. 2004, 27, 61-63.
  • 7. Gao, K.; Song, Q.; Wei, D. Appl. Microbiol. Biotechnol. 2006, 71, 819-823.
  • 8. Bucciarelli, M.; Forni, A.; Moretti, I.; Torre, G. Synt. 1983, 11, 897-899.
  • 9. Roy, A.; Bhattacharyya, M. S.; Ravi-Kumar, L.; Chawla, H. P. S.; Banerjee, U. C. Enzym. Microb. Technol. 2003, 33, 576-580.
  • 10.Kamble, A. L.; Soni, P.; Banerjee, U. C. J. Mol. Catal. B. Enzym. 2005, 35, 1-6.
  • 11.Bhattacharyya, M. S.; Banerjee, U. C. Bioresour. Technol. 2007, 98, 958-963.
  • 12.Kurbanoglu, E. B. Energy. Conv. Mngt. 2003, 44, 2125-2135.
  • 13.Kurbanoglu, E. B.; Algur, O. F. Zulkadir, A. Ind. Crop. Prod. 2004, 19, 225-230.
  • 14.Kurbanoglu, E. B.; Kurbanoglu, N. I. J. Biosci. Bioeng. 2002, 94, 202-206.
  • 15.Kurbanoglu, E. B.; Kurbanoglu, N. I. Process Biochem. 2003, 38,1421-1424.
  • 16.Kurbanoglu, E. B.; Kurbanoglu, N. I. J. Ind. Microbiol. Biotechnol. 2004, 131, 289-294.
  • 17.Kurbanoglu, E. B.; Zilbeyaz, K.; Kurbanoglu, N. I.; Kilic, H. Tetrahedron: Asym. 2007, 18, 1159-1162.
  • 18.Kurbanoglu, E. B.; Zilbeyaz, K.; Kurbanoglu, N. I. Taskin, M. Tetrahedron: Asym. 2007, 18, 1529-1532.
  • 19.Nakayama, K. Sources of industrial microorganisms, in: H. J. Rehm, G. Reed (Eds.), Biotechnology, Microbial Fundamentals, pp. 355-410, Verlag Chemie, Weinheim, 1981.
  • 20.Zhao, G. G.; Wang, J. J.; Ma, K.; Yang, L.; Wu, S.; Liu, Y.; Sun, W. Biotechnol. Let. 2004, 26, 1255-1259.
  • 21.Dahl A, C.; Madsen, J. O. Tetrahedron Asym. 1998, 9, 4395-4417.
  • 22.Homann, M. J.; Vail, R. B.; Previte, E.; Tamarez, M.; Morgan, B.; Dodds, D. R.; Zaks, A. Tetrahedron. 2004, 60, 789-797.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
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