Transformation of Metalaxyl by the Fungus Syncephalastrum racemosum release_yaa372rg2fbmfno3nzvtwt4jkq

by Z Zheng, S Y Liu, A J Freyer, J M Bollag

Published in Applied and Environmental Microbiology .

Volume 55, Issue 1 p66-71 (1989)

Abstract

The fungus Syncephalastrum racemosum (Cohn) Schroeter was found to transform the fungicide metalaxyl [N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-alanine methyl ester] in pure culture. After 21 days of incubation in a basal medium amended with 5 mug of metalaxyl per ml, more than 80% of the compound was transformed by the fungus. The transformation rates decreased as the concentrations of metalaxyl increased from 5 to 100 mug/ml. No transformation was observed when the concentration of metalaxyl was higher than 200 mug/ml. Two isomeric metabolites and a mixture of two other isomeric metabolites were isolated from the organic extract of the growth medium and identified as N-(2-methyl-6-hydroxymethylphenyl)-N- and N-(2-hydroxymethyl-6-methylphenyl)-N-(methoxyacetyl)-alanine methyl ester and N-(3-hydroxy- and N-(5-hydroxy-2,6-dimethyl-phenyl)-N-(methoxyacetyl)-alanine methyl ester according to their mass-spectral and nuclear magnetic resonance-spectral characteristics. Benzylic hydroxylation of the methyl side chains and/or aromatic hydroxylation appeared to be the major reactions involved in the metabolism of metalaxyl.
In text/plain format

Archived Files and Locations

application/pdf  974.0 kB
file_eifxoaxrkzemld4a7enr23hlzm
web.archive.org (webarchive)
aem.asm.org (web)
Read Archived PDF
Archived
Type  article-journal
Stage   published
Year   1989
Language   en ?
PubMed  16347836
PMC  PMC184055
Container Metadata
Not in DOAJ
In Keepers Registery
ISSN-L:  0099-2240
Work Entity
access all versions, variants, and formats of this works (eg, pre-prints)
Catalog Record
Revision: a2068ae7-4b16-4184-92a8-081a26c93e74
API URL: JSON