The Mode of Action of Cyclic Monoterpenes (−)-Limonene and (+)-α-Pinene on Bacterial Cells
A broad spectrum of volatile organic compounds’ (VOCs’) biological activities has attracted significant scientific interest, but their mechanisms of action remain little understood. The mechanism of action of two VOCs—the cyclic monoterpenes (−)-limonene and (+)-α-pinene—on bacteria was studied in t...
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MDPI AG
2021-05-01
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| Series: | Biomolecules |
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| Online Access: | https://www.mdpi.com/2218-273X/11/6/806 |
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| author | Olga E. Melkina Vladimir A. Plyuta Inessa A. Khmel Gennadii B. Zavilgelsky |
| author_facet | Olga E. Melkina Vladimir A. Plyuta Inessa A. Khmel Gennadii B. Zavilgelsky |
| author_sort | Olga E. Melkina |
| collection | DOAJ |
| description | A broad spectrum of volatile organic compounds’ (VOCs’) biological activities has attracted significant scientific interest, but their mechanisms of action remain little understood. The mechanism of action of two VOCs—the cyclic monoterpenes (−)-limonene and (+)-α-pinene—on bacteria was studied in this work. We used genetically engineered <i>Escherichia coli</i> bioluminescent strains harboring stress-responsive promoters (responsive to oxidative stress, DNA damage, SOS response, protein damage, heatshock, membrane damage) fused to the <i>luxCDABE</i> genes of <i>Photorhabdus luminescens.</i> We showed that (−)-limonene induces the P<i>katG</i> and P<i>soxS</i> promoters due to the formation of reactive oxygen species and, as a result, causes damage to DNA (SOSresponse), proteins (heat shock), and membrane (increases its permeability). The experimental data indicate that the action of (−)-limonene at high concentrations and prolonged incubation time makes degrading processes in cells irreversible. The effect of (+)-α-pinene is much weaker: it induces only heat shock in the bacteria. Moreover, we showed for the first time that (−)-limonene completely inhibits the DnaKJE–ClpB bichaperone-dependent refolding of heat-inactivated bacterial luciferase in both <i>E. coli</i> wild type and mutant Δ<i>ibpB</i> strains. (+)-α-Pinene partially inhibits refolding only in Δ<i>ibpB</i> mutant strain. |
| first_indexed | 2024-03-10T10:54:48Z |
| format | Article |
| id | doaj.art-9fbd14bd782b4ebcb07618434b8ca15e |
| institution | Directory Open Access Journal |
| issn | 2218-273X |
| language | English |
| last_indexed | 2024-03-10T10:54:48Z |
| publishDate | 2021-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Biomolecules |
| spelling | doaj.art-9fbd14bd782b4ebcb07618434b8ca15e2023-11-21T21:58:33ZengMDPI AGBiomolecules2218-273X2021-05-0111680610.3390/biom11060806The Mode of Action of Cyclic Monoterpenes (−)-Limonene and (+)-α-Pinene on Bacterial CellsOlga E. Melkina0Vladimir A. Plyuta1Inessa A. Khmel2Gennadii B. Zavilgelsky3State Research Institute of Genetics and Selection of Industrial Microorganisms of the National Research Centre “Kurchatov Institute”, Kurchatov Genomic Center, 117545 Moscow, RussiaInstitute of Molecular Genetics of the National Research Center “Kurchatov Institute”, 123182 Moscow, RussiaInstitute of Molecular Genetics of the National Research Center “Kurchatov Institute”, 123182 Moscow, RussiaState Research Institute of Genetics and Selection of Industrial Microorganisms of the National Research Centre “Kurchatov Institute”, Kurchatov Genomic Center, 117545 Moscow, RussiaA broad spectrum of volatile organic compounds’ (VOCs’) biological activities has attracted significant scientific interest, but their mechanisms of action remain little understood. The mechanism of action of two VOCs—the cyclic monoterpenes (−)-limonene and (+)-α-pinene—on bacteria was studied in this work. We used genetically engineered <i>Escherichia coli</i> bioluminescent strains harboring stress-responsive promoters (responsive to oxidative stress, DNA damage, SOS response, protein damage, heatshock, membrane damage) fused to the <i>luxCDABE</i> genes of <i>Photorhabdus luminescens.</i> We showed that (−)-limonene induces the P<i>katG</i> and P<i>soxS</i> promoters due to the formation of reactive oxygen species and, as a result, causes damage to DNA (SOSresponse), proteins (heat shock), and membrane (increases its permeability). The experimental data indicate that the action of (−)-limonene at high concentrations and prolonged incubation time makes degrading processes in cells irreversible. The effect of (+)-α-pinene is much weaker: it induces only heat shock in the bacteria. Moreover, we showed for the first time that (−)-limonene completely inhibits the DnaKJE–ClpB bichaperone-dependent refolding of heat-inactivated bacterial luciferase in both <i>E. coli</i> wild type and mutant Δ<i>ibpB</i> strains. (+)-α-Pinene partially inhibits refolding only in Δ<i>ibpB</i> mutant strain.https://www.mdpi.com/2218-273X/11/6/806volatile organic compounds(−)-limonene(+)-α-pineneluxbiosensorsstressDnaKJE-refolding |
| spellingShingle | Olga E. Melkina Vladimir A. Plyuta Inessa A. Khmel Gennadii B. Zavilgelsky The Mode of Action of Cyclic Monoterpenes (−)-Limonene and (+)-α-Pinene on Bacterial Cells Biomolecules volatile organic compounds (−)-limonene (+)-α-pinene luxbiosensors stress DnaKJE-refolding |
| title | The Mode of Action of Cyclic Monoterpenes (−)-Limonene and (+)-α-Pinene on Bacterial Cells |
| title_full | The Mode of Action of Cyclic Monoterpenes (−)-Limonene and (+)-α-Pinene on Bacterial Cells |
| title_fullStr | The Mode of Action of Cyclic Monoterpenes (−)-Limonene and (+)-α-Pinene on Bacterial Cells |
| title_full_unstemmed | The Mode of Action of Cyclic Monoterpenes (−)-Limonene and (+)-α-Pinene on Bacterial Cells |
| title_short | The Mode of Action of Cyclic Monoterpenes (−)-Limonene and (+)-α-Pinene on Bacterial Cells |
| title_sort | mode of action of cyclic monoterpenes limonene and α pinene on bacterial cells |
| topic | volatile organic compounds (−)-limonene (+)-α-pinene luxbiosensors stress DnaKJE-refolding |
| url | https://www.mdpi.com/2218-273X/11/6/806 |
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