Biotransformation of benzonitrile herbicides via the nitrile hydratase-amidase pathway in rhodococci.

Abstract:

:The aim of this work was to determine the ability of rhodococci to transform 3,5-dichloro-4-hydroxybenzonitrile (chloroxynil), 3,5-dibromo-4-hydroxybenzonitrile (bromoxynil), 3,5-diiodo-4-hydroxybenzonitrile (ioxynil) and 2,6-dichlorobenzonitrile (dichlobenil); to identify the products and determine their acute toxicities. Rhodococcus erythropolis A4 and Rhodococcus rhodochrous PA-34 converted benzonitrile herbicides into amides, but only the former strain was able to hydrolyze 2,6-dichlorobenzamide into 2,6-dichlorobenzoic acid, and produced also more of the carboxylic acids from the other herbicides compared to strain PA-34. Transformation of nitriles into amides decreased acute toxicities for chloroxynil and dichlobenil, but increased them for bromoxynil and ioxynil. The amides inhibited root growth in Lactuca sativa less than the nitriles but more than the acids. The conversion of the nitrile group may be the first step in the mineralization of benzonitrile herbicides but cannot be itself considered to be a detoxification.

authors

Veselá AB,Pelantová H,Sulc M,Macková M,Lovecká P,Thimová M,Pasquarelli F,Pičmanová M,Pátek M,Bhalla TC,Martínková L

doi

10.1007/s10295-012-1184-z

subject

Has Abstract

pub_date

2012-12-01 00:00:00

pages

1811-9

issue

12

eissn

1367-5435

issn

1476-5535

journal_volume

39

pub_type

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