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

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논문

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

학술지

Bioorganic & medicinal chemistry

저자명

Fuchs, C.S.; Simon, R.C.; Riethorst, W.; Zepeck, F.; Kroutil, W.

초록

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 ®- 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 200mM substrate concentration (20.4g/L) leading to 99% ® and 94% (S) conversion with perfect optical purity (>99% ee).

발행연도

2014

발행기관

Elsevier/Pergamon

ISSN

0968-0896

ISSN

1464-3391

권

호

페이지

pp.5558-5562