INVESTIGADORES
BISOGNO Fabricio Roman
artículos
Título:
Promiscuous Substrate Binding Explains the Enzymatic Stereo and Regiocontrolled Synthesis of Enantiopure Hydroxy Ketones and Diols
Autor/es:
MARCELA KURINA-SANZ; FABRICIO R. BISOGNO; IVÁN LAVANDERA; ALEJANDRO A. ORDEN; VICENTE GOTOR
Revista:
ADVANCED SYNTHESIS & CATALYSIS (PRINT)
Editorial:
WILEY-V C H VERLAG GMBH
Referencias:
Año: 2009 vol. 351 p. 1842 - 1848
ISSN:
1615-4150
Resumen:
Regio- and stereoselective reductions of
several diketones to afford enantiopure hydroxy ketones
or diols were accomplished using isolated alcohol
dehydrogenases (ADHs). Results could be rationalised
taking into account different (promiscuous)
substrate-binding modes in the active site of the
enzyme. Furthermore, interesting natural cyclic diketones
were also reduced with high regio- and stereoselectivity.
Some of the 1,2- and 1,3-diketones used
in this study were reduced by employing a low
excess of the hydrogen donor (2-propanol) due to
the quasi-irreversibility of these ADH-catalysed processes.
Thus, using lower quantities of co-substrate,
scale-up could be easily achieved.