Volatile Compounds of Bacterial Origin: Structure, Biosynthesis, and Biological Activity

Veselova, M. A.; Plyuta, V. A.; Khmel, I. A.

doi:10.1134/s0026261719030160

Cited by 51 publications

(48 citation statements)

References 135 publications

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“…In BHI, LB, MHB, and TSB, proteolysis and/or glycolysis will dominate the production of volatiles. Amino acid catabolism generates sulfur and nitrogen-containing volatiles (e.g., dimethyl disulfide, pyrazines, nitriles, and pyrroles), as well as aromatic compounds (e.g., aromatic alcohols, aldehydes, and ketones) from the catabolism of aromatic amino acids [ 32 , 33 , 34 ]. Additionally, acids, aldehydes, ketones, and alcohols are formed by amino acid degradation via deamination, followed by decarboxylation and reduction [ 32 , 33 , 34 ].…”

Section: Introductionmentioning

confidence: 99%

“…Amino acid catabolism generates sulfur and nitrogen-containing volatiles (e.g., dimethyl disulfide, pyrazines, nitriles, and pyrroles), as well as aromatic compounds (e.g., aromatic alcohols, aldehydes, and ketones) from the catabolism of aromatic amino acids [ 32 , 33 , 34 ]. Additionally, acids, aldehydes, ketones, and alcohols are formed by amino acid degradation via deamination, followed by decarboxylation and reduction [ 32 , 33 , 34 ]. Catabolism of glucose to pyruvate and acetyl-CoA leads to the synthesis of short-chain fatty acids and esters, which can be reduced to aldehydes, alcohols, and saturated and unsaturated hydrocarbons [ 32 , 33 , 34 ].…”

Section: Introductionmentioning

confidence: 99%

“…Additionally, acids, aldehydes, ketones, and alcohols are formed by amino acid degradation via deamination, followed by decarboxylation and reduction [ 32 , 33 , 34 ]. Catabolism of glucose to pyruvate and acetyl-CoA leads to the synthesis of short-chain fatty acids and esters, which can be reduced to aldehydes, alcohols, and saturated and unsaturated hydrocarbons [ 32 , 33 , 34 ]. Extrapolating these observations to predict effects on the volatilome of staph is challenging, though two comparative analyses of bacterial volatiles in rich media have been performed and inform our hypotheses.…”

Section: Introductionmentioning

confidence: 99%

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Dependence of the Staphylococcal Volatilome Composition on Microbial Nutrition

Jenkins

Bean

2020

Metabolites

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In vitro cultivation of staphylococci is fundamental to both clinical and research microbiology, but few studies, to-date, have investigated how the differences in rich media can influence the volatilome of cultivated bacteria. The objective of this study was to determine the influence of rich media composition on the chemical characteristics of the volatilomes of Staphylococcus aureus and Staphylococcus epidermidis. S. aureus (ATCC 12600) and S. epidermidis (ATCC 12228) were cultured in triplicate in four rich complex media (brain heart infusion (BHI), lysogeny broth (LB), Mueller Hinton broth (MHB), and tryptic soy broth (TSB)), and the volatile metabolites produced by each culture were analyzed using headspace solid-phase microextraction combined with comprehensive two-dimensional gas chromatography—time-of-flight mass spectrometry (HS-SPME-GC×GC-TOFMS). When comparing the chemical compositions of the staph volatilomes by the presence versus absence of volatiles produced in each medium, we observed few differences. However, when the relative abundances of volatiles were included in the analyses, we observed that culturing staph in media containing free glucose (BHI and TSB) resulted in volatilomes dominated by acids and esters (67%). The low-glucose media (LB and MHB) produced ketones in greatest relative abundances, but the volatilome compositions in these two media were highly dissimilar. We conclude that the staphylococcal volatilome is strongly influenced by the nutritional composition of the growth medium, especially the availability of free glucose, which is much more evident when the relative abundances of the volatiles are analyzed, compared to the presence versus absence.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Dependence of the Staphylococcal Volatilome Composition on Microbial Nutrition

Jenkins

Bean

2020

Metabolites

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“…In our previous study, it was found that the ketones 2-nonanone (14.4 ± 5.0%) and 2-undecanone (12.0 ± 3.6%) were in bacterial VOCs mixture [7]. Microbial volatiles ketones demonstrate different types of biological activity [3]. The detailed molecular mechanisms of the effects of ketones on bacteria, fungi, algae, and plants are not known.…”

Section: Introductionmentioning

confidence: 99%

Four New Genes of Cyanobacterium Synechococcus elongatus PCC 7942 Are Responsible for Sensitivity to 2-Nonanone

et al. 2020

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Microbial volatile organic compounds (VOCs) are cell metabolites that affect many physiological functions of prokaryotic and eukaryotic organisms. Earlier we have demonstrated the inhibitory effects of soil bacteria volatiles, including ketones, on cyanobacteria. Cyanobacteria are very sensitive to ketone action. To investigate the possible molecular mechanisms of the ketone 2-nonanone influence on cyanobacterium Synechococcus elongatus PCC 7942, we applied a genetic approach. After Tn5-692 transposon mutagenesis, several 2-nonanone resistant mutants have been selected. Four different mutant strains were used for identification of the impaired genes (Synpcc7942_1362, Synpcc7942_0351, Synpcc7942_0732, Synpcc7942_0726) that encode correspondingly: 1) a murein-peptide ligase Mpl that is involved in the biogenesis of cyanobacteria cell wall; 2) a putative ABC transport system substrate-binding proteins MlaD, which participates in ABC transport system that maintains lipid asymmetry in the gram-negative outer membrane by aberrantly localized phospholipids transport from outer to inner membranes of bacterial cells; 3) a conserved hypothetical protein that is encoding by gene belonging to phage gene cluster in Synechococcus elongatus PCC 7942 genome; 4) a protein containing the VRR-NUC (virus-type replication-repair nuclease) domain present in restriction-modification enzymes involved in replication and DNA repair. The obtained results demonstrated that 2-nonanone may have different targets in Synechococcus elongatus PCC 7942 cells. Among them are proteins involved in the biogenesis and functioning of the cyanobacteria cell wall (Synpcc7942_1362, Synpcc7942_0351, Synpcc7942_0732) and protein participating in stress response at DNA restriction-modification level (Synpcc7942_0726). This paper is the first report about the genes that encode protein products, which can be affected by 2-nonanone.

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“…Among the metabolites produced by bacteria to achieve antibiosis, volatile organic compounds (VOCs) have been increasingly studied in the recent years. Different types of bacterial VOCs have been shown to negatively affect the viability of various plant pathogenic fungi and oomycetes [10]. Pyrazines, for instance, are emitted by various rhizobacterial taxa and have been shown to contribute to their volatile-mediated inhibitory activity [6,11,12].…”

Section: Introductionmentioning

confidence: 99%

Volatile-Mediated Inhibitory Activity of Rhizobacteria as a Result of Multiple Factors Interaction: The Case of Lysobacter capsici AZ78

Vlassi

Nesler²,

Parich

et al. 2020

Microorganisms

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Plant beneficial rhizobacteria may antagonize soilborne plant pathogens by producing a vast array of volatile organic compounds (VOCs). The production of these compounds depends on the medium composition used for bacterial cell growth. Accordingly, Lysobacter capsici AZ78 (AZ78) grown on a protein-rich medium was previously found to emit volatile pyrazines with toxic activity against soilborne phypathogenic fungi and oomycetes. However, the discrepancy between the quantity of pyrazines in the gaseous phase and the minimum quantity needed to achieve inhibition of plant pathogens observed, lead us to further investigate the volatile-mediated inhibitory activity of AZ78. Here, we show that, besides VOCs, AZ78 cells produce ammonia in increased amounts when a protein-rich medium is used for bacterial growth. The production of this volatile compound caused the alkalinization of the physically separated culture medium where Rhizoctonia solani was inoculated subsequently. Results achieved in this work clearly demonstrate that VOC, ammonia and the growth medium alkalinization contribute to the overall inhibitory activity of AZ78 against R. solani. Thus, our findings suggest that the volatile-mediated inhibitory activity of rhizobacteria in protein-rich substrates can be regarded as a result of multiple factors interaction, rather than exclusively VOCs production.

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Volatile Compounds of Bacterial Origin: Structure, Biosynthesis, and Biological Activity

Cited by 51 publications

References 135 publications

Dependence of the Staphylococcal Volatilome Composition on Microbial Nutrition

Dependence of the Staphylococcal Volatilome Composition on Microbial Nutrition

Four New Genes of Cyanobacterium Synechococcus elongatus PCC 7942 Are Responsible for Sensitivity to 2-Nonanone

Volatile-Mediated Inhibitory Activity of Rhizobacteria as a Result of Multiple Factors Interaction: The Case of Lysobacter capsici AZ78

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