Characterization of the molecular species of glycerophospholipids from rabbit kidney: An alternative approach to the determination of the fatty acyl chain position by negative ion fast atom bombardment combined with mass-analysed ion kinetic energy analysis

1992 ◽  
Vol 21 (12) ◽  
pp. 655-666 ◽  
Author(s):  
Su Chen ◽  
Ornella Curcuruto ◽  
Silvia Catinella ◽  
Pietro Traldi ◽  
Gianpaolo Menon
Keyword(s):  
Fast Atom Bombardment ◽  
Acyl Chain ◽  
Fatty Acyl ◽  
Negative Ion ◽  
Rabbit Kidney ◽  
Fatty Acyl Chain ◽  
Alternative Approach ◽  
Ion Kinetic Energy

scholarly journals Biophysical Characterization of a New Phospholipid Analogue with a Spin-Labeled Unsaturated Fatty Acyl Chain

2009 ◽  
Vol 96 (3) ◽  
pp. 1008-1015 ◽  
Author(s):  
Andreas Bunge ◽  
Anne-Katrin Windeck ◽  
Thomas Pomorski ◽  
Jürgen Schiller ◽  
Andreas Herrmann ◽  
...  
Keyword(s):  
Acyl Chain ◽  
Fatty Acyl ◽  
Fatty Acyl Chain ◽  
Biophysical Characterization

scholarly journals Variation in the Relative Isomer Abundance of Synthetic and Biologically Derived Phosphatidylethanols and Its Consequences for Reliable Quantification

2020 ◽  
Author(s):  
Marc Luginbühl ◽  
Reuben S E Young ◽  
Frederike Stoeth ◽  
Wolfgang Weinmann ◽  
Stephen J Blanksby ◽  
...  
Keyword(s):  
Reference Materials ◽  
Neutral Loss ◽  
Acyl Chain ◽  
Reversed Phase ◽  
Fatty Acyl ◽  
Negative Ion ◽  
Selected Reaction Monitoring ◽  
Fatty Acyl Chain ◽  
Blood Samples ◽  
Product Ions

Abstract Phosphatidylethanol (PEth) in human blood samples is a marker for alcohol usage. Typically, PEth is detected by reversed-phase liquid chromatography coupled with negative ion tandem mass spectrometry, investigating the fatty acyl anions released from the precursor ion upon collision-induced dissociation (CID). It has been established that in other classes of asymmetric glycerophospholipids, the unimolecular fragmentation upon CID is biased depending on the relative position (known as sn-position) of each fatty acyl chain on the glycerol backbone. As such, the use of product ions in selected-reaction-monitoring (SRM) transitions could be prone to variability if more than one regioisomer is present in either the reference materials or the sample. Here, we have investigated the regioisomeric purity of three reference materials supplied by different vendors, labeled as PEth 16:0/18:1. Using CID coupled with ozone-induced dissociation, the regioisomeric purity (% 16:0 at sn-1) was determined to be 76, 80 and 99%. The parallel investigation of the negative ion CID mass spectra of standards revealed differences in product ion ratios for both fatty acyl chain product ions and ketene neutral loss product ions. Furthermore, investigation of the product ion abundances in CID spectra of PEth within authentic blood samples appears to indicate a limited natural variation in isomer populations between samples, with the cannonical, PEth 16:0/18:1 (16:0 at sn-1) predominant in all cases. Different reference material isomer distributions led to variation in fully automated quantification of PEth in 56 authentic dried blood spot (DBS) samples when a single quantifier ion was used. Our results suggest caution in ensuring that the regioisomeric compositions of reference materials are well-matched with those of the authentic blood samples.

Radiation-induced peroxidation of small unilamellar vesicles of phosphatidylcholine generated by sonication

2004 ◽  
Vol 82 (2) ◽  
pp. 153-160 ◽  
Author(s):  
H Vitrac ◽  
M Courrègelongue ◽  
M Couturier ◽  
F Collin ◽  
P Thérond ◽  
...  
Keyword(s):  
High Performance ◽  
Acyl Chain ◽  
Fatty Acyl ◽  
Oxidation Products ◽  
Fatty Acyl Chain ◽  
Radiation Doses ◽  
Structural Assignment ◽  
Radiation Induced ◽  
Sonication Technique

The present study was aimed at determining the peroxidation of model membranes constituted of liposomes of 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PLPC) submitted to hydroxyl free radicals (generated by γ-radiolysis) attack. Liposomes of PLPC were prepared using the sonication technique, and dynamic light-scattering (DLS) measurements allowed characterization of the liposomal dispersions. Irradiation damages in sonication-generated liposomes were assessed by monitoring several oxidation products, such as conjugated dienes (by means of UV–visible spectrophotometry) and hydroperoxides (using reverse phase high-performance liquid chromatography (HPLC) associated with chemiluminescence detection). It has been shown that three different families of hydroperoxides are formed: the first one (at low radiation doses) results from HO· attack on the linoleyl chain of PLPC, giving phosphatidylcholine hydroperoxides possessing a conjugated dienic structure; the two others (at high radiation doses) are obtained by the secondary HO· attack on the primary hydroperoxide family. The quantification of these products associated with the comparison of their radiation-dose-dependent formation has provided valuable information concerning the mechanisms of their formation. Analysis by HPLC – mass spectrometry has confirmed the presence of hydroperoxides and underlined various other products, like chain-shortened fragments and oxygenated derivatives of polyunsaturated sn-2 fatty acyl chain residues. Structural assignment proposals of some oxidation products have been proposed.Key words: radiolysis, phospholipids, peroxidation, hydroperoxides, liposomes.

FTIR spectroscopy characterization of fatty-acyl-chain conjugates

2015 ◽  
Vol 408 (1) ◽  
pp. 319-326 ◽  
Author(s):  
Vladimir Bobroff ◽  
Cyril Rubio ◽  
Valérie Vigier ◽  
Cyril Petibois
Keyword(s):  
Ftir Spectroscopy ◽  
Acyl Chain ◽  
Fatty Acyl ◽  
Fatty Acyl Chain

Fatty acyl chain structure, orientational order, and the lipid phase transition in Acholeplasma laidlawii B membranes. A review of recent 19F nuclear magnetic resonance studies

1984 ◽  
Vol 62 (11) ◽  
pp. 1134-1150 ◽  
Author(s):  
P. M. Macdonald ◽  
B. D. Sykes ◽  
R. N. McElhaney
Keyword(s):  
Phase Transition ◽  
Fatty Acids ◽  
Nuclear Magnetic Resonance ◽  
Acyl Chain ◽  
Orientational Order ◽  
Membrane Lipid ◽  
Fatty Acyl ◽  
Fatty Acyl Chain ◽  
Lipid Phase ◽  
Lipid Phase Transition

The orientational order parameters of monofluoropalmitic acids biosynthetically incorporated into membranes of Acholeplasma laidlawii B in the presence of a large excess of a variety of structurally diverse fatty acids have been determined via 19F nuclear magnetic resonance (19F NMR) spectroscopy. It is demonstrated that these monofluoropalmitic acids are relatively nonperturbing membrane probes based upon physical (differential scanning calorimetry), biochemical (membrane lipid analysis), and biological (growth studies) criteria. 19F NMR is shown to convey the same qualitative and quantitative picture of membrane lipid order provided by 2H-NMR techniques and to be sensitive to the structural characteristics of the membrane fatty acyl chains, as well as to the lipid phase transition. Representatives of each naturally occurring class of fatty acyl chain structures, including straight-chain saturated, methyl-branched, monounsaturated, and alicyclic-ring-substituted fatty acids, were studied and the 19F-NMR order parameters were correlated with the lipid phase transitions (determined calorimetrically). The lipid phase transition was the prime determinant of overall orientational order regardless of fatty acid structure. Effects upon orientational order attributable to specific structural substituents were discernible, but were secondary to the effects of the lipid phase transition. In the gel state, relative overall order was directly proportional to the temperature of the particular lipid phase transition. Not only the overall order, but also the order profile across the membrane was sensitive to the presence of particular structural substituents. In particular, in the gel state specific fatty acyl structures demonstrated a characteristic disordering effect in the membrane order profile. These various observations can be merged to provide a unified picture of the manner in which fatty acyl chain chemistry modulates the physical state of membrane lipids.

scholarly journals The Role of Ceramide Metabolism and Signaling in the Regulation of Mitophagy and Cancer Therapy

Cancers ◽  
2021 ◽  
Vol 13 (10) ◽  
pp. 2475
Author(s):  
Megan Sheridan ◽  
Besim Ogretmen
Keyword(s):  
Cancer Therapy ◽  
Acyl Chain ◽  
Fatty Acyl ◽  
Fatty Acyl Chain ◽  
Cancer Cell Proliferation ◽  
Bioactive Lipids ◽  
Cellular Functions ◽  
Proliferation Response ◽  
Ceramide Synthases

Sphingolipids are bioactive lipids responsible for regulating diverse cellular functions such as proliferation, migration, senescence, and death. These lipids are characterized by a long-chain sphingosine backbone amide-linked to a fatty acyl chain with variable length. The length of the fatty acyl chain is determined by specific ceramide synthases, and this fatty acyl length also determines the sphingolipid’s specialized functions within the cell. One function in particular, the regulation of the selective autophagy of mitochondria, or mitophagy, is closely regulated by ceramide, a key regulatory sphingolipid. Mitophagy alterations have important implications for cancer cell proliferation, response to chemotherapeutics, and mitophagy-mediated cell death. This review will focus on the alterations of ceramide synthases in cancer and sphingolipid regulation of lethal mitophagy, concerning cancer therapy.

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