BioChem - DOS

Bioproduction of Chiral Epoxyalkanes using Styrene Monooxygenase from Rhodococcus sp. ST-10 (RhSMO)

Advanced synthesis & catalysis

Toda, Hiroshi; Imae, Ryouta; Itoh, Nobuya

<P><B>Abstract</B></P><P>We describe the enantioselective epoxidation of straight&#8208;chain aliphatic alkenes using a biocatalytic system containing styrene monooxygenase from <I>Rhodococcus</I> sp. ST&#8208;10 and alcohol dehydrogenase from <I>Leifsonia</I> sp. S749. The biocatalyzed enantiomeric epoxidation of 1&#8208;hexene to (<I>S</I>)&#8208;1,2&#8208;epoxyhexane (>44.6&#8197;mM) using 2&#8208;propanol as the hydrogen donor was achieved under optimized conditions. The biocatalyst had broad substrate specificity for various aliphatic alkenes, including terminal, internal, unfunctionalized, and di&#8208; and tri&#8208;substituted alkenes. Here, we demonstrate that this biocatalytic system is suitable for the efficient production of enantioenriched (<I>S</I>)&#8208;epoxyalkanes.</P>

2014

1615-4150

1615-4169

356

16

pp.3443-3450

10.1002/adsc.201400383

http://click.ndsl.kr/servlet/OpenAPIDetailView?keyValue=05787966&target=NART&cn=NART70556108

alkenes; asymmetric epoxidation; biosynthesis; enzyme catalysis; styrene monooxygenase