Genotoxic Effect of Dicyclopropanated 5-Vinyl-2-Norbornene

Dicyclopropanated 5-vinyl-2-norbornene (dcpVNB) is a strained polycyclic hydrocarbon compound with a high energy content, which makes it promising for the development of propellant components based on it. In this work, the genotoxic properties of dcpVNB were studied using whole-cell <i>lux<...

Full description

Bibliographic Details
Main Authors: Uliana S. Novoyatlova, Andrei G. Kessenikh, Olga V. Kononchuk, Sergey V. Bazhenov, Alexander A. Fomkin, Anna A. Kudryavtseva, Sergey V. Shorunov, Maxim V. Bermeshev, Ilya V. Manukhov
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Biosensors
Subjects:
Online Access:https://www.mdpi.com/2079-6374/13/1/57
_version_ 1827628044230066176
author Uliana S. Novoyatlova
Andrei G. Kessenikh
Olga V. Kononchuk
Sergey V. Bazhenov
Alexander A. Fomkin
Anna A. Kudryavtseva
Sergey V. Shorunov
Maxim V. Bermeshev
Ilya V. Manukhov
author_facet Uliana S. Novoyatlova
Andrei G. Kessenikh
Olga V. Kononchuk
Sergey V. Bazhenov
Alexander A. Fomkin
Anna A. Kudryavtseva
Sergey V. Shorunov
Maxim V. Bermeshev
Ilya V. Manukhov
author_sort Uliana S. Novoyatlova
collection DOAJ
description Dicyclopropanated 5-vinyl-2-norbornene (dcpVNB) is a strained polycyclic hydrocarbon compound with a high energy content, which makes it promising for the development of propellant components based on it. In this work, the genotoxic properties of dcpVNB were studied using whole-cell <i>lux</i>-biosensors based on <i>Escherichia coli</i> and <i>Bacillus subtilis</i>. It was shown that the addition of dcpVNB to bacterial cells leads to the appearance of DNA damage inducing the SOS response and Dps expression with slight activation of the OxyR-mediated response to oxidative stress. The highest toxic effect of dcpVNB is detected by the following <i>lux</i>-biosensors: <i>E. coli</i> pColD-lux, <i>E. coli</i> pDps, <i>B. subtilis</i> pNK-DinC, and <i>B. subtilis</i> pNK-MrgA, in which the genes of bacterial luciferases are transcriptionally fused to the corresponding promoters: P<i><sub>cda</sub></i>, P<i><sub>dps</sub></i>, P<i><sub>dinC</sub></i>, and P<i><sub>mrgA</sub></i>. It was shown that <i>lux</i>-biosensors based on <i>B. subtilis,</i> and <i>E. coli</i> are almost equally sensitive to dcpVNB, which indicates the same permeability to this compound of cell wall of Gram-positive and Gram-negative bacteria. The activation of P<i><sub>dps</sub></i> after dcpVNB addition maintains even in <i>oxyR</i> mutant <i>E. coli</i> strains, which means that the P<i><sub>dps</sub></i> induction is only partially determined by the OxyR/S regulon. Comparison of specific stress effects caused by dcpVNB and 2-ethyl(bicyclo[2.2.1]heptane) (EBH), characterized by the absence of cyclopropanated groups, shows that structural changes in hydrocarbons could significantly change the mode of toxicity.
first_indexed 2024-03-09T13:25:16Z
format Article
id doaj.art-57bfc0d1c6f34d81b46d4dc39dac8532
institution Directory Open Access Journal
issn 2079-6374
language English
last_indexed 2024-03-09T13:25:16Z
publishDate 2022-12-01
publisher MDPI AG
record_format Article
series Biosensors
spelling doaj.art-57bfc0d1c6f34d81b46d4dc39dac85322023-11-30T21:24:52ZengMDPI AGBiosensors2079-63742022-12-011315710.3390/bios13010057Genotoxic Effect of Dicyclopropanated 5-Vinyl-2-NorborneneUliana S. Novoyatlova0Andrei G. Kessenikh1Olga V. Kononchuk2Sergey V. Bazhenov3Alexander A. Fomkin4Anna A. Kudryavtseva5Sergey V. Shorunov6Maxim V. Bermeshev7Ilya V. Manukhov8Research Center for Molecular Mechanisms of Aging and Age-Related Diseases, Moscow Institute of Physics and Technology, 141701 Dolgoprudny, RussiaResearch Center for Molecular Mechanisms of Aging and Age-Related Diseases, Moscow Institute of Physics and Technology, 141701 Dolgoprudny, RussiaResearch Center for Molecular Mechanisms of Aging and Age-Related Diseases, Moscow Institute of Physics and Technology, 141701 Dolgoprudny, RussiaResearch Center for Molecular Mechanisms of Aging and Age-Related Diseases, Moscow Institute of Physics and Technology, 141701 Dolgoprudny, RussiaResearch Center for Molecular Mechanisms of Aging and Age-Related Diseases, Moscow Institute of Physics and Technology, 141701 Dolgoprudny, RussiaResearch Center for Molecular Mechanisms of Aging and Age-Related Diseases, Moscow Institute of Physics and Technology, 141701 Dolgoprudny, RussiaTopchiev Institute of Petrochemical Synthesis, RAS, 119071 Moscow, RussiaTopchiev Institute of Petrochemical Synthesis, RAS, 119071 Moscow, RussiaResearch Center for Molecular Mechanisms of Aging and Age-Related Diseases, Moscow Institute of Physics and Technology, 141701 Dolgoprudny, RussiaDicyclopropanated 5-vinyl-2-norbornene (dcpVNB) is a strained polycyclic hydrocarbon compound with a high energy content, which makes it promising for the development of propellant components based on it. In this work, the genotoxic properties of dcpVNB were studied using whole-cell <i>lux</i>-biosensors based on <i>Escherichia coli</i> and <i>Bacillus subtilis</i>. It was shown that the addition of dcpVNB to bacterial cells leads to the appearance of DNA damage inducing the SOS response and Dps expression with slight activation of the OxyR-mediated response to oxidative stress. The highest toxic effect of dcpVNB is detected by the following <i>lux</i>-biosensors: <i>E. coli</i> pColD-lux, <i>E. coli</i> pDps, <i>B. subtilis</i> pNK-DinC, and <i>B. subtilis</i> pNK-MrgA, in which the genes of bacterial luciferases are transcriptionally fused to the corresponding promoters: P<i><sub>cda</sub></i>, P<i><sub>dps</sub></i>, P<i><sub>dinC</sub></i>, and P<i><sub>mrgA</sub></i>. It was shown that <i>lux</i>-biosensors based on <i>B. subtilis,</i> and <i>E. coli</i> are almost equally sensitive to dcpVNB, which indicates the same permeability to this compound of cell wall of Gram-positive and Gram-negative bacteria. The activation of P<i><sub>dps</sub></i> after dcpVNB addition maintains even in <i>oxyR</i> mutant <i>E. coli</i> strains, which means that the P<i><sub>dps</sub></i> induction is only partially determined by the OxyR/S regulon. Comparison of specific stress effects caused by dcpVNB and 2-ethyl(bicyclo[2.2.1]heptane) (EBH), characterized by the absence of cyclopropanated groups, shows that structural changes in hydrocarbons could significantly change the mode of toxicity.https://www.mdpi.com/2079-6374/13/1/57<i>lux-</i>biosensorgenotoxicitystrained hydrocarbonsfuel
spellingShingle Uliana S. Novoyatlova
Andrei G. Kessenikh
Olga V. Kononchuk
Sergey V. Bazhenov
Alexander A. Fomkin
Anna A. Kudryavtseva
Sergey V. Shorunov
Maxim V. Bermeshev
Ilya V. Manukhov
Genotoxic Effect of Dicyclopropanated 5-Vinyl-2-Norbornene
Biosensors
<i>lux-</i>biosensor
genotoxicity
strained hydrocarbons
fuel
title Genotoxic Effect of Dicyclopropanated 5-Vinyl-2-Norbornene
title_full Genotoxic Effect of Dicyclopropanated 5-Vinyl-2-Norbornene
title_fullStr Genotoxic Effect of Dicyclopropanated 5-Vinyl-2-Norbornene
title_full_unstemmed Genotoxic Effect of Dicyclopropanated 5-Vinyl-2-Norbornene
title_short Genotoxic Effect of Dicyclopropanated 5-Vinyl-2-Norbornene
title_sort genotoxic effect of dicyclopropanated 5 vinyl 2 norbornene
topic <i>lux-</i>biosensor
genotoxicity
strained hydrocarbons
fuel
url https://www.mdpi.com/2079-6374/13/1/57
work_keys_str_mv AT ulianasnovoyatlova genotoxiceffectofdicyclopropanated5vinyl2norbornene
AT andreigkessenikh genotoxiceffectofdicyclopropanated5vinyl2norbornene
AT olgavkononchuk genotoxiceffectofdicyclopropanated5vinyl2norbornene
AT sergeyvbazhenov genotoxiceffectofdicyclopropanated5vinyl2norbornene
AT alexanderafomkin genotoxiceffectofdicyclopropanated5vinyl2norbornene
AT annaakudryavtseva genotoxiceffectofdicyclopropanated5vinyl2norbornene
AT sergeyvshorunov genotoxiceffectofdicyclopropanated5vinyl2norbornene
AT maximvbermeshev genotoxiceffectofdicyclopropanated5vinyl2norbornene
AT ilyavmanukhov genotoxiceffectofdicyclopropanated5vinyl2norbornene