Synthesis of (R)- or (S)-valinol using ω-transaminases in aqueous and organic media.

Abstract:

: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).

journal_name

Bioorg Med Chem

authors

Fuchs CS,Simon RC,Riethorst W,Zepeck F,Kroutil W

doi

10.1016/j.bmc.2014.05.055

subject

Has Abstract

pub_date

2014-10-15 00:00:00

pages

5558-62

issue

20

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(14)00414-3

journal_volume

22

pub_type

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