IQUIR   05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
congresos y reuniones científicas
Título:
SYNTHESIS OF HETEROCYCLIC AMINES AND ALCOHOLS
Autor/es:
PAOLA BIANCHI; ROMINA FERNÁNDEZ VARELA; DARIO A. BIANCHI; ADOLFO M. IRIBARREN ; ELIZABETH LEWKOWICZ
Lugar:
Viena
Reunión:
Congreso; 12th Biotrans; 2015
Institución organizadora:
Universidad Tecnológica de Viena
Resumen:
Stereoselectively substituted cyclic and heterocyclic compounds are useful intermediates in the synthesis of several antibiotics and antitumor and antiviral drugs. In particular, cyclic and heterocyclic amines have more recently found applications as organocatalysts in aldolic reactions. Alcohol dehydrogenases (ADH) and ω-transaminases (ω-TA) are useful enzymes involved in the transformation of prochiral ketones to chiral hydroxyl and amino groups, respectively. Although there are several publications regarding the use of aliphatic and exocyclic ketones as ADH and -TA substrates, only a few reports deal with (hetero)cyclic carbonyl compounds. The aim of this work was to screen and select different microorganisms with ADH and ω-TA activity capable of transforming cyclic and heterocyclic ketones. A collection of 110 bacteria and 36 fungi has been screened. Five strains of both kingdoms were selected for each activity, belonging to the Streptomyces, Micrococcus, Aeromonas, Erwinia, Xanthomonas, Mucor and Geotrichum genera. These microorganisms were used to carry out the ADH and -TA biotransformation (Scheme 1) on different cyclic and heterocyclic ketones affording good yields, and some of them producing chiral alcohols or amines with excellent enantiomeric excesses.