1. Academic Validation
  2. Biotransformation of phenylacetonitrile to 2-hydroxyphenylacetic acid by marine fungi

Biotransformation of phenylacetonitrile to 2-hydroxyphenylacetic acid by marine fungi

  • Mar Biotechnol (NY). 2013 Feb;15(1):97-103. doi: 10.1007/s10126-012-9464-1.
Julieta Rangel de Oliveira 1 Carolina Megumi Mizuno Mirna Helena Regali Seleghim Darci Consolação Diniz Javaroti Maria Olímpia Oliveira Rezende Maria Diva Landgraf Lara Durães Sette André Luiz Meleiro Porto
Affiliations

Affiliation

  • 1 Instituto de Química de São Carlos, Universidade de São Paulo, Av. Trabalhador São-carlense 400, CEP 13560-970, CP 780, São Carlos, SP, Brazil.
Abstract

Marine fungi belonging to the genera Aspergillus, Penicillium, Cladosporium, and Bionectria catalyzed the biotransformation of phenylacetonitrile to 2-hydroxyphenylacetic acid. Eight marine fungi, selected and cultured with phenylacetonitrile in liquid mineral medium, catalyzed it quantitative biotransformation to 2-hydroxyphenylacetic acid. In this study, the nitrile group was firstly hydrolysed, and then, the aromatic ring was hydroxylated, producing 2-hydroxyphenylacetic acid with 51 % yield isolated. In addition, the 4-fluorophenylacetonitrile was exclusively biotransformed to 4-fluorophenylacetic acid by Aspergillus sydowii Ce19 (yield = 51 %). The enzymatic biotransformation of nitriles is not trivial, and here, we describe an efficient method for production of phenylacetic acids in mild conditions.

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