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Synthesis of (R)- or (S)-valinol using ω-transaminases in aqueous and organic media.
Fuchs, Christine S; Simon, Robert C; Riethorst, Waander; Zepeck, Ferdinand; Kroutil, Wolfgang.
Afiliação
  • Fuchs CS; ACIB GmbH, Heinrichstraße 28, 8010 Graz, Austria.
  • Simon RC; University of Graz, Institute of Chemistry, Organic- and Bioorganic Chemistry, NAWI Graz, 8010 Graz, Austria.
  • Riethorst W; Sandoz GmbH, Development Anti-Infectives, Biochemiestraße 10, 6250 Kundl/Tirol, Austria.
  • Zepeck F; Sandoz GmbH, Development Anti-Infectives, Biochemiestraße 10, 6250 Kundl/Tirol, Austria.
  • Kroutil W; University of Graz, Institute of Chemistry, Organic- and Bioorganic Chemistry, NAWI Graz, 8010 Graz, Austria. Electronic address: wolfgang.kroutil@uni-graz.at.
Bioorg Med Chem ; 22(20): 5558-62, 2014 Oct 15.
Article em En | MEDLINE | ID: mdl-24951100
Valinol is part of numerous pharmaceuticals and has various other important applications. Optically pure valinol (ee >99%) was prepared employing different ω-transaminases from the corresponding prochiral hydroxy ketone. By the choice of the enzyme the (R)- as well as the (S)-enantiomer were accessible. Reductive amination was performed in organic solvent (MTBE) using 2-propyl amine as amine donor whereas alanine was applied in or in aqueous medium. Transformations in phosphate buffer were successfully performed even at 200 mM substrate concentration (20.4 g/L) leading to 99% (R) and 94% (S) conversion with perfect optical purity (>99% ee).
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Valina / Transaminases / Éteres Metílicos Idioma: En Ano de publicação: 2014 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Valina / Transaminases / Éteres Metílicos Idioma: En Ano de publicação: 2014 Tipo de documento: Article