Biotechnology Letters 2011-10-01

Biocatalysed halogenation of nucleobase analogues.

Rosario Médici, Juan Ignacio Garaycoechea, Lucas Andrés Dettorre, Adolfo Marcelo Iribarren, Elizabeth Sandra Lewkowicz

Index: Biotechnol. Lett. 33(10) , 1999-2003, (2011)

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Abstract

The synthesis of halogenated nucleosides and nucleobases is of interest due to their chemical and pharmacological applications. Herein, the enzymatic halogenation of nucleobases and analogues catalysed by microorganisms and by chloroperoxidase from Caldariomyces fumago has been studied. This latter enzyme catalysed the chlorination and bromination of indoline and uracil. Pseudomonas, Citrobacter, Aeromonas, Streptomyces, Xanthomonas, and Bacillus genera catalysed the chlorination and/or bromination of indole and indoline. Different products were obtained depending on the substrate, the biocatalyst and the halide used. In particular, 85% conversion from indole to 5-bromoindole was achieved using Streptomyces cetonii.© Springer Science+Business Media B.V. 2011