Subscribe to RSS
DOI: 10.1055/s-0028-1087426
Formal Enzymatic Reductive Amination with Ammonia
Contributor(s):Benjamin List, Lars RatjenUniversity of Graz and University of Technology, Graz, Austria; Codexis, Inc., Redwood City, USA
Formal Asymmetric Biocatalytic Reductive Amination
Angew. Chem. Int. Ed. 2008, 47: 9337-9340
Publication History
Publication Date:
18 December 2008 (online)
Key words
reductive amination - enzymes - transaminases - alcohol dehydrogenases

Significance
The authors report a biocatalytic reductive amination of ketones. The transformation is catalyzed by a combination of three different enzymes, a transaminase, an alanine dehydrogenase and a formate dehydrogenase. Under consumption of alanine to pyruvate, the products are formed with high yields and outstanding enantioselectivities. The recycling of alanine and the co-factor NAD(P)H is effected by ammonium formate in two independent enzymatic operations, producing water and CO2 as only by-products.
Comment
Reductive amination is one of the most powerful and versatile methods for the preparation of amines from simple carbonyl compounds. The reported mild and efficient procedure shows the high potential of enzymes. Further investigations can give rise to more sophisticated and complex molecules involving biocatalysis. Beside several metal- and organocatalytic methods, this procedure represents a complementary and green approach towards nitrogen-containing molecules.
