Photodynamic oxidation of <i>Staphylococcus warneri</i> membrane phospholipids: new insights based on lipidomics

Alves, Eliana; Melo, Tânia; Simões, Cláudia; Faustino, Maria A. F.; Tomé, João P. C.; Neves, Maria G. P. M. S.; Cavaleiro, José A. S.; Gomes, Newton C.M.; Domingues, Pedro; Domingues, M. Rosário M.; Almeida, Adelaide

doi:10.1002/rcm.6614

Cited by 36 publications

(36 citation statements)

References 73 publications

(89 reference statements)

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“…Biochemical data are presented as the FA profile, representing the relative abundance of each FA in every growth phase (lag, exponential, or stationary), under two different temperature conditions (37 and 50 C). Prior to the statistical analysis, the FA data were square root transformed and a similarity matrix was obtained by applying the Bray Curtis coefficient (Anderson, 2008). A permutational multivariate ANOVA (PERMANOVA) was performed to detect significant differences (p < 0.05) in the FA profiles of B. licheniformis I89 between different temperature conditions.…”

Section: Discussionmentioning

confidence: 99%

“…To evaluate if the FA profiles of B. licheniformis I89 showed a consistent pattern among the three growth stages (lag, exponential, and stationary phases) within temperature conditions (37 and 50 C), a PERMANOVA was used following an ANOVA. All multivariate statistical tests (PERMANOVA, SIMPER, and PCO) were employed using PRIMER v6 (Clarke and Gorley, 2006) with the add-on PERMANOVA + (Anderson, 2008) while ANOVA were performed using R (R Core Team, 2015).…”

Section: Discussionmentioning

confidence: 99%

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Decoding the Fatty Acid Profile of Bacillus licheniformis I89 and Its Adaptation to Different Growth Conditions to Investigate Possible Biotechnological Applications

Lopes

Barbosa

Maciel

et al. 2019

Lipids

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Bacillus licheniformis I89 is a Gram‐positive bacterium, a producer of the lantibiotic lichenicidin. No information is available on its fatty acid (FA) composition. Bacillus species are rich in branched FA (BrFA), claimed to be beneficial to human health and to treat diseases. Herein, the FA profile of B. licheniformis I89 was evaluated under different growth conditions: at two growth temperatures (37 and 50 °C) and at different growth phases (lag, exponential, and stationary), using gas chromatography–mass spectrometry. The FA profile revealed predominant BrFA of the iso‐series and anteiso‐series (i‐15:0, ai‐15:0, i‐16:0, i‐17:0, and ai‐17:0) and low amounts of saturated FA (14:0, 16:0, and 18:0). Comparing the FA profiles at different temperatures, in the lag phase, at 50 °C, there was a decrease of ai‐17:0 and a decrease of i‐15:0 in the exponential phase, in comparison with 37 °C. In all growth phases, there was a decrease of ai‐15:0 and an increase of i‐17:0. From the lag to the stationary phase, at 50 °C, there was a decrease of ai‐17:0 and i‐16:0, whereas i‐15:0 increased, while at 37 °C, there was an increase of i‐15:0 and i‐16:0, and a decrease in ai‐15:0 and ai‐17:0. B. licheniformis I89 can adapt its FA profile, at moderate temperatures, by changing the iso‐FA and anteiso‐FA composition and the iso/anteiso ratio. This nonpathogenic bacterium species can be used as a source of BrFA with putative beneficial health effects for gut protection and with reported antitumor properties, foreseeing its use for producing compounds with biotechnological applications.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Decoding the Fatty Acid Profile of Bacillus licheniformis I89 and Its Adaptation to Different Growth Conditions to Investigate Possible Biotechnological Applications

Lopes

Barbosa

Maciel

et al. 2019

Lipids

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“…Despite the anionic charges of RB, there is evidence showing that the partition coefficient of the molecule (Log Kp water/ octanol = 0.59) confers amphipathic characteristics to this PS and consequently the ability to incorporate into membrane bilayers [33]. Several reports indicate that irradiation of PS's located into bacterial membranes induce lipid hydroperoxidation, cleavage of fatty acids, cross-linking of membrane proteins all leading to physiological and structural membrane damage and eventually death [34,35,36].…”

Section: Discussionmentioning

confidence: 99%

Enzyme-mediated photoinactivation of Enterococcus faecalis using Rose Bengal-acetate

Manoil

Lange

Bouillaguet

2018

Journal of Photochemistry and Photobiology B: Biology

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Rose Bengal-acetate (RB-Ac) is a pro-photosensitizer claimed to diffuse into target cells, where the acetate groups are hydrolyzed and the photosensitizing properties of Rose Bengal (RB) are restored. Despite promising results on tumor cells, the interaction of RB-Ac with bacteria has never been investigated. This study aimed to assess the interaction of RB-Ac with Enterococcus faecalis and to evaluate its potential use in antimicrobial photodynamic therapy (aPDT). Spectrofluorometry was used to assess the ability of E. faecalis to hydrolyze the RB-Ac compound. Fluorescence microscopy was employed to observe the distribution and to evaluate the cellular uptake of the RB produced. The antibacterial efficiency of RB-Ac-mediated aPDT was assessed by flow cytometry in combination with the LIVE/DEAD® staining. Results showed that RB-Ac was successfully hydrolyzed in the presence of E. faecalis cells. The RB produced appeared to incorporate the membrane of bacteria. Higher concentrations of RB-Ac resulted in higher incorporation of RB. The blue-light irradiation of RB-Ac-treated samples significantly reduced bacterial viability. Less than 0.01% of E. faecalis survived after incubation with 200 μM RB-Ac during 900 min and blue-light activation. The current report indicates that E. faecalis cells can hydrolyze the RB-Ac compound to produce active RB. The use of RB-Ac did not appear to allow cytoplasmic internalization of the RB produced, which rather incorporated the membrane bilayers of E. faecalis. The use of RB-Ac did not provide additional advantages over RB in terms of PS localization. Nonetheless, sufficient RB was produced and incorporated into the membranes of bacteria to elicit effective aPDT.

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“…Nevertheless, there are no studies that state the effects of photodynamic oxidation of PEs. Recent work in our lab allowed to verify that PE in E. coli can be affected by photo‐oxidation in the presence of porphyrinic PSs. However, since E. coli possesses mainly monounsaturated fatty acids, there are no reports on the effect of the sensitization in PE bearing polyunsaturated fatty acid, which are the major PEs components in lipid membranes in mammalians.…”

Section: Introductionmentioning

confidence: 99%

“…The hydrophobic nature of certain PS allows their location in membrane bilayers. Thus, membrane lipids and phospholipids are key targets for the harmful attack of ROS produced during the photodynamic process . It is well known that under oxidative conditions phospholipids undergo structural modifications, and the wide range of oxidized products generated are structurally different and can lose function or have biological activities distinct from the native phospholipids …”

Section: Introductionmentioning

confidence: 99%

Photosensitized oxidation of phosphatidylethanolamines monitored by electrospray tandem mass spectrometry

et al. 2013

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Photodynamic therapy combines visible light and a photosensitizer (PS) in the presence of molecular oxygen to generate reactive oxygen species able to modify biological structures such as phospholipids. Phosphatidylethanolamines (PEs), being major phospholipid constituents of mammalian cells and membranes of Gram-negative bacteria, are potential targets of photosensitization. In this work, the oxidative modifications induced by white light in combination with cationic porphyrins (Tri-Py(+)-Me-PF and Tetra-Py(+)-Me) were evaluated on PE standards. Electrospray ionization mass spectrometry (ESI-MS) and tandem mass spectrometry (ESI-MS/MS) were used to identify and characterize the oxidative modifications induced in PEs (POPE: PE 16:0/18:1, PLPE: PE 16:0/18:2, PAPE: PE 16:0/20:4). Photo-oxidation products of POPE, PLPE and PAPE as hydroxy, hydroperoxy and keteno derivatives and products due to oxidation in ethanolamine polar head were identified. Hydroperoxy-PEs were found to be the major photo-oxidation products. Quantification of hydroperoxides (PE-OOH) allowed differentiating the potential effect in photodamage of the two porphyrins. The highest amounts of PE-OOH were notorious in the presence of Tri-Py(+)-Me-PF, a highly efficient PS against bacteria. The identification of these modifications in PEs is an important key point in the understanding cell damage processes underlying photodynamic therapy approaches.

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Photodynamic oxidation of Staphylococcus warneri membrane phospholipids: new insights based on lipidomics

Cited by 36 publications

References 73 publications

Decoding the Fatty Acid Profile of Bacillus licheniformis I89 and Its Adaptation to Different Growth Conditions to Investigate Possible Biotechnological Applications

Decoding the Fatty Acid Profile of Bacillus licheniformis I89 and Its Adaptation to Different Growth Conditions to Investigate Possible Biotechnological Applications

Enzyme-mediated photoinactivation of Enterococcus faecalis using Rose Bengal-acetate

Photosensitized oxidation of phosphatidylethanolamines monitored by electrospray tandem mass spectrometry

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