Oxypryrrolnitrin : A Metabolite of Pseudomonas

Hashimoto, Masashi; Hattori, Kiyoshi

doi:10.1248/cpb.14.1314

Cited by 29 publications

(10 citation statements)

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“…Natural nitroaromatic compounds described to date are chloramphenicol (Vats et al 1987), aureothin (He & Hertweck 2003), phidolopin (Ayer et al 1984), nitropyoluteorin (Ohmori et al 1978) and oxypyrrolnitrin (Hashimoto & Hattori 1966). Nitroaromatic compounds can also be formed abiotically, for example by photochemical reactions in the atmosphere (Crawford 1995).…”

Section: Nitroaromatic Compoundsmentioning

confidence: 99%

Promising Strategies for the Mineralisation of 2,4,6-trinitrotoluene

Stenuit

Eyers

Fantroussi

et al. 2005

Rev Environ Sci Biotechnol

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2,4,6-trinitrotoluene (TNT) is known to be one of the most common military explosives. In spite of its established toxicity and mutagenicity for many organisms, soils and groundwater are still being frequently contaminated at manufacturing, disposal and TNT destruction sites. The inability of natural aquatic and soil biota to use TNT as growth substrate has been recognized as the primary limitation in the application of bioremediation processes to contaminated environments. However, promising degradation pathways have been recently discovered which may lead to the mineralisation of TNT. Significant advances have been made in studying the mechanism of TNT denitration, which can be considered as the major reaction and the driving force towards beneficial biodegradation. The possibilities to favour TNT denitration are discussed based on current knowledge of the enzymology and genetics of denitration in nitroaromatic degrading organisms. The literature survey demonstrates that the only enzymes characterized so far for their denitrase activity towards TNT belong to the class I flavin-dependent b/a barrel oxidoreductases, also known as the ''Old Yellow Enzyme'' family. In addition, this review provides an overview of strategies and future directions towards a rational search for new catabolic activities, including metagenomic library screening, plus new possibilities to improve the activity of known catabolic enzymes acting on TNT, such as DNA shuffling.

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Section: Nitroaromatic Compoundsmentioning

confidence: 99%

Promising Strategies for the Mineralisation of 2,4,6-trinitrotoluene

Stenuit

Eyers

Fantroussi

et al. 2005

Rev Environ Sci Biotechnol

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“…The same compound was obtained independently at the Lilly Research Laboratories3) from other Pseudomonas species4). A number of congeners of pyrrolnitrin, e.g., isopyrrolnitrin (2)5), oxypyrrolnitrin (3)6), 2-chloropyrrolnitrin (4)7), deschloropyrrolnitrin (5)8) and aminopyrrolnitrin (6), have been isolated from Pseudomonas cultures and others were produced by directed biosynthesis, either in the presence of ammonium bromide9) or from various tryptophan analogs10). The structure of pyrrolnitrin, established by ARIMA'S group11), has been confirmed by syntheses12, 13) and by an X-ray crystal structure analysis14).…”

mentioning

confidence: 99%

The biosynthesis of the antibiotic pyrrolnitrin by Pseudomonas aureofaciens.

Chang

Floss²,

Hook

et al. 1981

J. Antibiot.

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“…and its production is reported from P. aureofaciens, P. chlororaphis, P. aurantiaca, P. fluorescens and P. putida (Hashimoto and Hattori 1966). Its antifungal mechanism by which it suppresses the growth of different fungal plant pathogens is well understood.…”

Section: Advances In Identification and Characterization Of Secondarymentioning

confidence: 99%

A decade of understanding secondary metabolism in Pseudomonas spp. for sustainable agriculture and pharmaceutical applications

Shahid

Malik

Mehnaz

2018

Environmental Sustainability

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Pseudomonas spp. have been widely studied for their plant growth promoting and antimicrobial metabolites. The genus got attention due to the production of array of secondary metabolites involved in the suppression of phytopathogens and ability to stimulate plant growth by means of nitrogen-fixation, production of hydrolytic enzymes, regulatory hormones, and solubilization of inorganic minerals. In recent years, research was focused towards identification of biosynthesis pathways and genes involved in the production of secondary metabolites that led to the discovery of novel metabolites including many new phenazine derivatives, quorum-sensing signals, rhizoxin analogues, cyclic lipopeptides, and a new class of alkylsubstituted aromatic acids. Identification of these biosynthetic pathways provided insights for their successful application in agriculture and for environmental sustainability. In addition, many genomic and metabolomic databases such as; METLIN, KEGG, GNPS, CFM-ID, MassBank, and MetaboLights, allowed exploring intricate metabolic pathways and significant genes involved in the biosynthesis of compounds. Several softwares, genome-mining tools and new techniques, such as MALDI-IMS and MALDI-FTICR MS were developed to facilitate the characterization of new metabolites. Additionally, use of MALDI-imaging techniques facilitated real-time visualization of complex microbial communities and their relationship with pathogens. Secondary metabolites of Pseudomonas spp. were also demonstrated for their apoptotic, anti-mitotic, nematocidal, herbicidal, anthelmintic, insecticidal, and phytotoxic effects. Total biosynthesis of metabolic derivatives and genetic engineering enabled to develop strains with improved yield of targeted bio-products. Availability and access to published genomic sequences and comparative bioinformatics tools helped in identification of strain-specific traits and development of multifunctional inocula. This review highlights significant advances in identification of Pseudomonas secondary metabolites for their successful agricultural and pharmaceutical applications.

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Oxypryrrolnitrin : A Metabolite of Pseudomonas

Cited by 29 publications

References 0 publications

Promising Strategies for the Mineralisation of 2,4,6-trinitrotoluene

Promising Strategies for the Mineralisation of 2,4,6-trinitrotoluene

The biosynthesis of the antibiotic pyrrolnitrin by Pseudomonas aureofaciens.

A decade of understanding secondary metabolism in Pseudomonas spp. for sustainable agriculture and pharmaceutical applications

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