ArticleJournal of bacteriology2009
Production of 3-nitrosoindole derivatives by Escherichia coli during anaerobic growth.
Article in Journal of bacteriology, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 23 citations in OpenAlex.
- Beyond antibiotic resistance: evidence for resistance-nodulation-division (RND) efflux pumps as virulence determinants.Microbiology and molecular biology reviews : MMBR · 2025Review
- Integrating Molecular Network and Culture Media Variation to Explore the Production of Bioactive Metabolites byMarine drugs · 2019Article
- Differentiated, Promoter-specific Response of [4Fe-4S] NsrR DNA Binding to Reaction with Nitric Oxide.The Journal of biological chemistry · 2016Article
- Biochemical properties of Paracoccus denitrificans FnrP: reactions with molecular oxygen and nitric oxide.Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry · 2016Article
- Recent Advances in Multinuclear Metal Nitrosyl Complexes.Coordination chemistry reviews · 2016Article
- NsrR from Streptomyces coelicolor is a nitric oxide-sensing [4Fe-4S] cluster protein with a specialized regulatory function.The Journal of biological chemistry · 2015Article
- Mechanism of [4Fe-4S](Cys)4 cluster nitrosylation is conserved among NO-responsive regulators.The Journal of biological chemistry · 2013Article
- A family of indoles regulate virulence and Shiga toxin production in pathogenic E. coli.PloS one · 2013Article
- The multidrug efflux pump MdtEF protects against nitrosative damage during the anaerobic respiration in Escherichia coli.The Journal of biological chemistry · 2011Article
- Mechanistic insight into the nitrosylation of the [4Fe-4S] cluster of WhiB-like proteins.Journal of the American Chemical Society · 2011Article
Corrections and comments
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Authors and funding
2 authors at 1 institution in 1 country.
Funding
Abstract
When Escherichia coli K-12 is grown anaerobically in medium containing tryptophan and sodium nitrate, it produces red compounds. The reaction requires functional genes for trytophanase (tnaA), a tryptophan permease (tnaB), and a nitrate reductase (narG), as well as a natural drop in the pH of the culture. Mass spectrometry revealed that the purified chromophores had mass/charge ratios that closely match those for indole red, indoxyl red, and an indole trimer. These compounds are known products of chemical reactions between indole and nitrous acid. They are derived from an initial reaction of 3-nitrosoindole with indole. Apparently, nitrite that is produced from the metabolic reduction of nitrate is converted in the acid medium to nitrous acid, which leads to the nitrosation of the indole that is generated by tryptophanase. An nfi (endonuclease V) mutant and a recA mutant were selectively killed during the period of chromophore production, and a uvrA strain displayed reduced growth. These effects depended on the addition of nitrate to the medium and on tryptophanase activity in the cells. Unexpectedly, the killing of a tnaA(+) nfi mutant was not accompanied by marked increases in mutation frequencies for several traits tested. The vulnerability of three DNA repair mutants indicates that a nitrosoindole or a derivative of a nitrosoindole produces lethal DNA damage.
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Registered trials
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