Effects of Linoleic Acid Position in Phosphatidylcholines and Cholesterol Addition on Their Rates of Peroxidation in Unilamellar Liposomes

Mazari, Azzedine; Iwamoto, Satoshi; Yamauchi, Ryo

doi:10.1271/bbb.90896

Cited by 9 publications

(5 citation statements)

References 22 publications

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“…In conclusion, the present results show that membrane cholesterol is able to consistently keep fatty acids in the normal orientation (in the case of HOPLPC SPB) and to transform PGPC-containing micelles into fairly internally aligned bilayers, though not at the maximum extent as in the case of lyso-PC. A protective role of cholesterol on membranes against ROS attack to unsaturated lipids has already been advanced [53][54][55]. Our results show that a new structurally important protection role is also exerted by cholesterol on lipoperoxidized membranes based on this lipid ability to contrast fatty acid disordering and to maintain the bilayer structure in spite of conspicuous oxidation of the constituent phospholipids.…”

Section: Resultsmentioning

confidence: 53%

Cholesterol attenuates and prevents bilayer damage and breakdown in lipoperoxidized model membranes. A spin labeling EPR study

Megli¹,

Conte²,

Ishikawa³

2011

Biochimica et Biophysica Acta (BBA) - Biomembranes

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The stabilizing effect of cholesterol on oxidized membranes has been studied in planar phospholipid bilayers and multilamellar 1-palmitoyl-2-linoleoyl-phosphatidylcholine vesicles also containing either 1-palmitoyl-2glutaroyl-phosphatidylcholine or 1-palmitoyl-2-(13-hydroxy-9,11-octadecanedienoyl)-phosphatidylcholine oxidized phosphatidylcholine in variable ratio. Lipid peroxidation-dependent membrane alterations in the absence and in the presence of cholesterol were analyzed using Electron Paramagnetic Resonance spectroscopy of the model membranes spin labelled with either cholestane spin label (3-DC) or phosphatidylcholine spin label (5-DSPC). Cholesterol, added to lipid mixtures up to 40% final molar ratio, decreased the inner bilayer disorder as compared to cholesterol-free membranes and strongly reduced bilayer alterations brought about by the two oxidized phosphatidylcholine species. Furthermore, Sepharose 4B gel-chromatography and cryo electron microscopy of aqueous suspensions of the lipid mixtures clearly showed that cholesterol is able to counteract the micelle forming tendency of pure 1-palmitoyl-2-glutaroyl-phosphatidylcholine and to sustain multilamellar vesicles formation. It is concluded that membrane cholesterol may exert a beneficial and protective role against bilayer damage caused by oxidized phospholipids formation following reactive oxygen species attack to biomembranes.

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Section: Resultsmentioning

confidence: 53%

Cholesterol attenuates and prevents bilayer damage and breakdown in lipoperoxidized model membranes. A spin labeling EPR study

Megli¹,

Conte²,

Ishikawa³

2011

Biochimica et Biophysica Acta (BBA) - Biomembranes

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“…The different susceptibilities of isomeric glycerophospholipids to peroxidation have also been demonstrated. When present in liposomes, 1-palmitoyl-2-linoleoyl-3- sn -PC (PC 16:0/18:2) was found to be more sensitive to oxidation by aqueous radicals while 1-linoleoyl-2-palmitoyl-3- sn -PC (PC 18:2/16:0) was more susceptible to attack by lipid-soluble radicals 10 .…”

mentioning

confidence: 99%

A rapid ambient ionization-mass spectrometry approach to monitoring the relative abundance of isomeric glycerophospholipids

Kozlowski

Mitchell

Blanksby

2015

Sci Rep

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Glycerophospholipids with two, non-equivalent fatty acyl chains can adopt one of two isomeric forms depending on the relative position of substitutions on the glycerol backbone. These so-called sn-positional isomers can have distinct biophysical and biochemical behaviors making it desirable to uniquely assign their regiochemistries. Unambiguous assignment of such similar molecular structures in complex biological extracts is a significant challenge to current analytical technologies. We have recently reported a novel mass spectrometric method that combines collision- and ozone-induced dissociation in series (CID/OzID) to yield product ions characteristic of acyl chain substitution patterns in glycerophospholipids. Here phosphatidylcholines are examined using the CID/OzID protocol combined with desorption electrospray ionization (DESI) to facilitate the rapid exploration of sample arrays comprised of a wide variety of synthetic and biological sources. Comparison of the spectra acquired from different extracts reveals that the sn-positional isomers PC 16:0/18:1 and PC 18:1/16:0 (where the 18:1 chain is present at the sn-2 and sn-1 position of the glycerol backbone, respectively) are most often found together in lipids of either natural or synthetic origin. Moreover, the proportions of the two isomers vary significantly between extracts from different organisms or even between adjacent tissues from the same organism.

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“…HS affected the con guration of sn-2 phospholipid membrane. As a result, AA altered membrane uidity, leading to fatty acid desaturation and making them sensitive to lipid peroxidation (Los and Murata, 2004;Mazari et al, 2010). As ROS are produced via three mechanisms: mitochondria, ER, and cytoplasm, we next detected the function changes of mitochondrial biogenesis and ER protein folding.…”

Section: Discussionmentioning

confidence: 99%

Heat stress releases arachidonic acid to induce autophagy in Sertoli cells by enhancing ROS-mitochondrial-endoplasmic reticulum stress axis

Hu,

Luo,

Gan

et al. 2023

Preprint

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As a key factor in determining testis size and sperm number, Sertoli cells (SCs) play a crucial role in male infertility. Under heat stress (HS), the reduction of SCs counts will negatively impact energy transport and supply to germ cells, leading to the spermatogenesis failure in humans and animals. However, how HS affects the number of SCs remains unclear. To address this, we hypothesized that the changes in SC metabolism could contribute to the adverse effects of HS. In this study, we first found that arachidonic acid (AA), an unsaturated fatty acid, was upregulated post HS exposure through LC-MS/MS metabolome detection. By measuring ROS and MDA levels, as well as expression levels of LC3, LAMP2 and P62, we showed that 100 µM of AA negatively affected the morphology of the testis and accelerated mitochondrial and endoplasmic reticulum damage in association with activating oxidative stress (OS). In line with this, we also observed an adverse effect of AA under HS on the accumulation of Ca2+, the increased expression of mitochondrial electron transport chain (ETC) proteins Complex I, II, V, as well as endoplasmic reticulum stress (ERS) unfolding proteins P-IRE1 and P-PERK. However, pretreatment with 5mM NAC (ROS inhibitor), 150 nM Rotenone (mitochondrial stress inhibitor), and 2.5 mM 4-PBA (ERS inhibitor) could reversed the autophagy induced by AA. Together, it is likely that AA modulates autophagy in SCs through ROS-mitochondrial-endoplasmic reticulum stress axis during HS, which may help to unravel the underlying mechanisms behind male infertility caused by high temperatures.

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Effects of Linoleic Acid Position in Phosphatidylcholines and Cholesterol Addition on Their Rates of Peroxidation in Unilamellar Liposomes

Cited by 9 publications

References 22 publications

Cholesterol attenuates and prevents bilayer damage and breakdown in lipoperoxidized model membranes. A spin labeling EPR study

Cholesterol attenuates and prevents bilayer damage and breakdown in lipoperoxidized model membranes. A spin labeling EPR study

A rapid ambient ionization-mass spectrometry approach to monitoring the relative abundance of isomeric glycerophospholipids

Heat stress releases arachidonic acid to induce autophagy in Sertoli cells by enhancing ROS-mitochondrial-endoplasmic reticulum stress axis

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