Synthesis of (R)- or (S)-valinol using ω-transaminases in aqueous and organic media.
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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Base de dados:
MEDLINE
Assunto principal:
Valina
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Transaminases
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Éteres Metílicos
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article