Effect of phenol‐induced changes in lipid composition on conformation of OmpF‐like porin of Yersinia pseudotuberculosis

Sanina, N. M.; Davydova, Ludmila; Svetlana, Bakholdina; Novikova, O. D.; Pornyagina, Olga; Соловьева, Т. Ф.; Shnyrov, Valery L.; Mikhail, Bogdanov

doi:10.1016/j.febslet.2013.05.056

Cited by 14 publications

(4 citation statements)

References 24 publications

(32 reference statements)

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“…Although the content of lysophospholipids is small, they are essential components of bacterial cell membranes. The change of lysophospholipid content could affect the spontaneous curvature of cell membrane and the conformation of ion channel [67]. LPE contents increased in S. putrefaciens cultivated at lower temperature, coinciding with the study results of Nina et al that the environmental stress led to a significant increase in the content of LPE in Yersinia pseudotuberculosis [68].…”

Section: Changes In Lipids Contentsupporting

confidence: 86%

Quantitative Analysis of Cold Stress Inducing Lipidomic Changes in Shewanella putrefaciens Using UHPLC-ESI-MS/MS

et al. 2019

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Shewanella putrefaciens is a well-known specific spoilage organism (SSO) and cold-tolerant microorganism in refrigerated fresh marine fish. Cold-adapted mechanism includes increased fluidity of lipid membranes by the ability to finely adjust lipids composition. In the present study, the lipid profile of S. putrefaciens cultivated at 30, 20, 10, 4, and 0 °C was explored using ultra-high-pressure liquid chromatography/electrospray ionization tandem mass spectrometry (UHPLC-ESI-MS/MS) to discuss the effect of lipid composition on cold-adapted tolerance. Lipidomic analysis detected a total of 27 lipid classes and 606 lipid molecular species in S. putrefaciens cultivated at 30, 20, 10, 4, and 0 °C. S. putrefaciens cultivated at 30 °C (SP-30) had significantly higher content of glycerolipids, sphingolipids, saccharolipids, and fatty acids compared with that at 0 °C (SP-0); however, the lower content of phospholipids (13.97%) was also found in SP-30. PE (30:0), PE (15:0/15:0), PE (31:0), PA (33:1), PE (32:1), PE (33:1), PE (25:0), PC (22:0), PE (29:0), PE (34:1), dMePE (15:0/16:1), PE (31:1), dMePE (15:1/15:0), PG (34:2), and PC (11:0/11:0) were identified as the most abundant lipid molecular species in S. putrefaciens cultivated at 30, 20, 10, 4, and 0 °C. The increase of PG content contributes to the construction of membrane lipid bilayer and successfully maintains membrane integrity under cold stress. S. putrefaciens cultivated at low temperature significantly increased the total unsaturated liquid contents but decreased the content of saturated liquid contents.

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Section: Changes In Lipids Contentsupporting

confidence: 86%

Quantitative Analysis of Cold Stress Inducing Lipidomic Changes in Shewanella putrefaciens Using UHPLC-ESI-MS/MS

et al. 2019

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“…It was suggested that phenol could interact with bacteria/fungi, leading to saturation of the phospholipid bilayers in the cell membrane and protein conformation transition, which could cause membrane perturbation and microbial cell lysis. 25,26 It is also possible that the phenol groups could form phenoxyl radicals 27 that are stabilized by the aromatic ring. The radicals would stimulate stress, resulting in microbial cell lysis and nucleic acid leakage.…”

Section: Antimicrobial and Biofilm-controlling Functionsmentioning

confidence: 99%

Cyanuric Chloride-Based Reactive Dyes for Use in the Antimicrobial Treatments of Polymeric Materials

Tang

Wen

Stote

et al. 2020

ACS Appl. Mater. Interfaces

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This study reports a simple and practical method to introduce antimicrobial and biofilm-controlling functions into hydroxyl- or amino-containing polymers such as cellulose using compounds derived from widely used reactive dyes. Two dichloro-s-triazine-based dyes, reactive blue 4 and sodium 4-(4,6-dichloro-1,3,5-triazinylamino)-benzenesulfonate (a colorless reactive “dye”), were covalently attached to cellulose at room temperature by replacing one chloride on the dyes with the hydroxyl groups on cellulose followed by hydrolysis under alkaline conditions to transform the remaining chloride into hydroxyl groups. The chemical reactions were confirmed by FT-IR studies, energy-dispersive X-ray spectroscopy, water contact angle measurement, and zeta potential analysis. The resulting cellulose provided powerful antimicrobial activities against Staphylococcus epidermidis (S. epidermidis, ATCC 35984, Gram-positive bacteria), Escherichia coli (E. coli, ATCC 15597, Gram-negative bacteria), and Candida albicans (C. albicans, ATCC 10231, yeast) and effectively prevented the formation of bacterial or fungal biofilms. The minimum inhibition concentrations of the hydrolyzed dyes were similar to that of phenol. In the zone of inhibition studies using phenolic compounds as positive controls, the hydrolyzed dyes and their model compound cyanuric acid demonstrated antimicrobial functions, suggesting that the antimicrobial activities were associated with the phenol-like hydroxyl groups on the triazine rings. Antimicrobial mechanism investigation indicated that the phenol-like structures on the dyed cellulose caused microbial lysis and leakage of intracellular components. The antimicrobial functions were durable upon repeated washing, and the dyed cellulose showed outstanding biocompatibility toward mammalian cells.

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“…As an ectothermic organism, Y. pseudotuberculosis changes its own lipid profile depending on the cultivation conditions. In particular, the availability of glucose in nutrition broth, increased temperature, anaerobic conditions, or phenol biocide result in the accumulation of a remarkable amount of lysophosphatidylethanolamine (LPE) mainly in the OM [Bakholdina et al, 2004;Sanina et al, 2013;Davydova et al, 2016]. These adaptive changes significantly influence the conformation of the major OM protein OmpF that may hinder transport of the various lowmolecular substances, including β-lactam antibiotics, through the OM [Sanina et al, 2013].…”

mentioning

confidence: 99%

“…In particular, the availability of glucose in nutrition broth, increased temperature, anaerobic conditions, or phenol biocide result in the accumulation of a remarkable amount of lysophosphatidylethanolamine (LPE) mainly in the OM [Bakholdina et al, 2004;Sanina et al, 2013;Davydova et al, 2016]. These adaptive changes significantly influence the conformation of the major OM protein OmpF that may hinder transport of the various lowmolecular substances, including β-lactam antibiotics, through the OM [Sanina et al, 2013]. Differential scanning calorimetry and intrinsic protein fluorescence demonstrated that the increase of LPE content and the corresponding increase in the phase transition temperature of bacterial lipids was accompanied by enhanced trimeric OmpF protein thermal stability.…”

mentioning

confidence: 99%

Relationship between Adaptive Changing of Lysophosphatidylethanolamine Content in the Bacterial Envelope and Ampicillin Sensitivity of Yersinia pseudotuberculosis

et al. 2018

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The low permeability of porin channels is the possible reason for Gram-negative bacterial resistance to antibiotics. The adaptive accumulation of lysophosphatidylethanolamine (LPE) in Yersinia pseudotuberculosis induces conformational changes of OmpF porin that may hinder the transport of antibiotics through this channel. The present study was aimed to test whether the changes in LPE content affect the resistance of bacteria to ampicillin. The addition of glucose to the culture medium was shown to simultaneously increase the level of LPE and minimum inhibitory concentration (MIC) for ampicillin of Y. pseudotuberculosis cells 6- and 2-fold, respectively. However, the coadministration of glucose and polyphenol extract from buckwheat husks reduced the content of LPE 2-fold and restored MIC to the control value. Thus, PBEH can be used as antibiotic adjuvant to improve an antibiotic’s ability to cross the outer membrane. The present work demonstrated: (i) the role of adaptive changes in the lipid composition of Y. pseudotuberculosis in the development of antibiotic resistance, and (ii) the promising use of PBEH in combination therapy to increase the susceptibility of Gram-negative bacteria to the conventional β-lactam antibiotics, probably attenuating in vivo a previously demonstrated effect of LPE on the conformation and function of the OmpF channel.

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Effect of phenol‐induced changes in lipid composition on conformation of OmpF‐like porin of Yersinia pseudotuberculosis

Cited by 14 publications

References 24 publications

Quantitative Analysis of Cold Stress Inducing Lipidomic Changes in Shewanella putrefaciens Using UHPLC-ESI-MS/MS

Quantitative Analysis of Cold Stress Inducing Lipidomic Changes in Shewanella putrefaciens Using UHPLC-ESI-MS/MS

Cyanuric Chloride-Based Reactive Dyes for Use in the Antimicrobial Treatments of Polymeric Materials

Relationship between Adaptive Changing of Lysophosphatidylethanolamine Content in the Bacterial Envelope and Ampicillin Sensitivity of <b><i>Yersinia pseudotuberculosis</i></b>

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