TitleEDB Gene Cluster-Dependent Indole Production Is Responsible for the Ability of NZI7 to Repel Grazing by .
Publication TypeJournal Article
Year of Publication2022
AuthorsZhou W, Vergis J, Mahmud T
JournalJ Nat Prod
Volume85
Issue3
Pagination590-598
Date Published2022 03 25
ISSN1520-6025
KeywordsAldehydes, Animals, Caenorhabditis elegans, Escherichia coli, Indoles, Multigene Family, Pseudomonas fluorescens, Tryptophan
Abstract

The "EDB" (from "edible") gene cluster, a variant of the ebo cluster of genes found in many bacteria and algae, allows NZI7 (referred to here as "NZI7") to repel grazing by the nematode . The mechanism underlying this phenotype is unknown. Here we report that the EDB cluster is involved in the conversion of tryptophan to (1-indol-3-yl)-oxoacetamide, indole 3-aldehyde, and other indole-derived compounds. Inactivation of the EDB genes in NZI7 resulted in mutants that lack the ability to excrete indole-derived compounds as well as the ability to repel . Heterologous expression of the NZI7 EDB cluster in cultivated in minimal M9 medium containing 2 mM l-tryptophan also released indole derivatives including tryptophol, 3-(hydroxyacetyl)indole, colletotryptin E, and two new dimeric indoles. Expression of the NZI7 EDB cluster in , cultured in minimal M9 medium and lacking tryptophan, did not produce detectable levels of indole derivatives. Both (1-indol-3-yl)-oxoacetamide and indole 3-aldehyde showed repellent activity against , revealing the mechanism underlying the ability of NZI7 to repel grazing by .

DOI10.1021/acs.jnatprod.1c01046
Alternate JournalJ Nat Prod
PubMed ID35077157
Grant ListR01 AI129957 / AI / NIAID NIH HHS / United States