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海洋真菌将苯乙腈生物转化为 2-羟基苯乙酸。

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

机构信息

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

出版信息

Mar Biotechnol (NY). 2013 Feb;15(1):97-103. doi: 10.1007/s10126-012-9464-1. Epub 2012 Jul 12.

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.

摘要

海洋真菌属曲霉属、青霉属、枝孢属和拟青霉属能催化苯乙腈转化为 2-羟基苯乙酸。本研究中,首先水解腈基,然后芳环羟化,以 51%的收率分离得到 2-羟基苯乙酸。选用 8 株海洋真菌,在液体矿物培养基中用苯乙腈进行选择和培养,能定量催化其转化为 2-羟基苯乙酸。此外,4-氟苯乙腈被曲霉菌 Ce19(产率=51%)专一地转化为 4-氟苯乙酸。腈的酶促生物转化并不简单,在这里,我们描述了一种在温和条件下生产苯乙酸的有效方法。

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