A “Second-Generation Process” for the Synthesis of l-Neopentylglycine:  Asymmetric Reductive Amination Using a Recombinant Whole Cell Catalyst

A “second-generation process” for the enantioselective synthesis of l-neopentylglycine has been developed, realizing the first whole cell-catalyzed approach to this pharmaceutically interesting, bulky amino acid. The synthesis of this nonnatural amino acid proceeds highly efficiently via a reductive...

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Veröffentlicht in:Organic process research & development 2006-05, Vol.10 (3), p.666-669
Hauptverfasser: Gröger, Harald, May, Oliver, Werner, Helge, Menzel, Anne, Altenbuchner, Josef
Format: Artikel
Sprache:eng
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Zusammenfassung:A “second-generation process” for the enantioselective synthesis of l-neopentylglycine has been developed, realizing the first whole cell-catalyzed approach to this pharmaceutically interesting, bulky amino acid. The synthesis of this nonnatural amino acid proceeds highly efficiently via a reductive amination of the corresponding α-keto acid in the presence of a recombinant whole cell catalyst, bearing a leucine dehydrogenase and formate dehydrogenase. The desired l-neopentylglycine was obtained with >95% conversion and a high enantioselectivity of >99% ee at substrate concentrations of up to 88 g/L.
ISSN:1083-6160
1520-586X
DOI:10.1021/op0501702