Functional lipidomics of oxidized products from polyunsaturated fatty acids

Guichardant, Michel; Chen, P.; Liu, M.; Calzada, Catherine; Colas, Romain A.; Véricel, Evelyne; Lagarde, Michel

doi:10.1016/j.chemphyslip.2011.05.002

Cited by 30 publications

(22 citation statements)

References 38 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…44-46 HHE on the other hand is derived from the oxidation of n-3 PUFAs (α-linolenic acid, eicosapentanoic acid and docosahexanoic acid) and it is generated in humans and rodents at higher concentration than HNE. 47-49 In the present study, we found carnosine-HHE conjugates in WT and ApoE-null mice on a normal chow after a single dose of ODC; however, carnosine-HNE was detected only in mice receiving a high-fat diet suggesting that HHE is the major aldehyde formed during low levels of lipid peroxidation.…”

Section: Discussionmentioning

confidence: 99%

Dietary Carnosine Prevents Early Atherosclerotic Lesion Formation in Apolipoprotein E–Null Mice

Barski

Xie

Baba

et al. 2013

ATVB

View full text Add to dashboard Cite

Objective Atherosclerotic lesions are associated with the accumulation of reactive aldehydes derived from oxidized lipids. Although inhibition of aldehyde metabolism has been shown to exacerbate atherosclerosis and enhance the accumulation of aldehyde-modified proteins in atherosclerotic plaques, no therapeutic interventions have been devised to prevent aldehyde accumulation in atherosclerotic lesions. Approach and Results We examined the efficacy of carnosine, a naturally occurring β-alanyl-histidine dipeptide in preventing aldehyde toxicity and atherogenesis in apoE-null mice. In vitro, carnosine reacted rapidly with lipid peroxidation-derived unsaturated aldehydes. Gas chromatography mass-spectrometry analysis showed that carnosine inhibits the formation of free aldehydes - HNE and malonaldialdehyde in Cu2+-oxidized LDL. Preloading bone marrow-derived macrophages with cell-permeable carnosine analogs reduced HNE-induced apoptosis. Oral supplementation with octyl-D-carnosine decreased atherosclerotic lesion formation in aortic valves of apoE-null mice and attenuated the accumulation of protein-acrolein, protein-HHE and protein-HNE adducts in atherosclerotic lesions, while urinary excretion of aldehydes as carnosine conjugates was increased. Conclusions The results of this study suggest that carnosine inhibits atherogenesis by facilitating aldehyde removal from atherosclerotic lesions. Endogenous levels of carnosine may be important determinants of atherosclerotic lesion formation and treatment with carnosine or related peptides could be a useful therapy for the prevention or the treatment of atherosclerosis.

show abstract

Section: Discussionmentioning

confidence: 99%

Dietary Carnosine Prevents Early Atherosclerotic Lesion Formation in Apolipoprotein E–Null Mice

Barski

Xie

Baba

et al. 2013

ATVB

View full text Add to dashboard Cite

show abstract

“…Modification of these FA species through enzymatic or non-enzymatic processes yields a huge number of modified FA species. A good example is the family of eicosanoids which are produced from the oxidation of twenty-carbon, n-3 or n-6 polyunsaturated fatty acids 5, 6 .…”

mentioning

confidence: 99%

Fatty Acidomics: Global Analysis of Lipid Species Containing a Carboxyl Group with a Charge-Remote Fragmentation-Assisted Approach

2013

View full text Add to dashboard Cite

Charge-remote fragmentation has been well recognized as an effective approach for dissociation of long aliphatic chains. Herein, we exploited this approach for structural identification of all fatty acids including saturated, unsaturated, and modified ones by using electrospray ionization tandem mass spectrometry (ESI-MS/MS) after one-step derivatization of a charge-carried reagent through an amidation reaction. We tested the approach with different charge-carried reagents with respective to the hydrophobicity, charge strength, and distance from the charge to the carboxyl group. We found all the derivatives with these reagents could yield informative charge-remote fragmentation patterns regardless of the different chemical and physical properties of the reagents and these informative fragmentation patterns all could be effectively used for structural elucidation of lipid species containing a carboxyl group. We further found that the distinguished charge-remote fragmentations of fatty acid isomers enabled us to determine the composition of these isomers without any chromatographic separation. Finally, the abundant fragments yielded from individual derivatized moiety enabled us to sensitively quantify the individual species containing a carboxyl group. The described approach was a great extension to the multidimensional mass spectrometry-based shotgun lipidomics for global analysis of fatty acids including isomers and modifications. We believe that this approach could greatly facilitate the identification of the biochemical mechanisms underlying numerous pathological conditions.

show abstract

“…For example, the composition of phospholipids (PLs) with varying acyl chain length and the number of unsaturated C=C double bonds define the characteristics and functional efficacy of neural membranes (Van Meer et al 2008). Apart from their structural role, polyunsaturated lipids are further precursors for important second messengers such as arachidonic (C20:4), eicosapentaenoic (C20:5), docosapentaenoic (C22:5) and docosahexaenoic (C22:6) acids (Guichardant et al 2011) which are partly known to be involved in neuronal signaling (Gantz and Bean 2017). This is in agreement with the recently proposed hypothesis of “small molecule co-transmission” (Nusbaum et al 2017), which suggests that membrane compounds regulate neurotransmitter signaling independently and in conjunction transmitter receptors.…”

Section: Discussionmentioning

confidence: 99%

Molecular composition of the human primary visual cortex profiled by multimodal mass spectrometry imaging

et al. 2018

View full text Add to dashboard Cite

The primary visual cortex (area V1) is an extensively studied part of the cerebral cortex with well-characterized connectivity, cellular and molecular architecture and functions (for recent reviews see Amunts and Zilles, Neuron 88:1086–1107, 2015; Casagrande and Xu, Parallel visual pathways: a comparative perspective. The visual neurosciences, MIT Press, Cambridge, pp 494–506, 2004). In humans, V1 is defined by heavily myelinated fibers arriving from the radiatio optica that form the Gennari stripe in cortical layer IV, which is further subdivided into laminae IVa, IVb, IVcα and IVcβ. Due to this unique laminar pattern, V1 represents an excellent region to test whether multimodal mass spectrometric imaging could reveal novel biomolecular markers for a functionally relevant parcellation of the human cerebral cortex. Here we analyzed histological sections of three post-mortem brains with matrix-assisted laser desorption/ionization mass spectrometry imaging and laser ablation inductively coupled plasma mass spectrometry imaging to investigate the distribution of lipids, proteins and metals in human V1. We identified 71 peptides of 13 different proteins by in situ tandem mass spectrometry, of which 5 proteins show a differential laminar distribution pattern revealing the border between V1 and V2. High-accuracy mass measurements identified 123 lipid species, including glycerolipids, glycerophospholipids and sphingolipids, of which at least 20 showed differential distribution within V1 and V2. Specific lipids labeled not only myelinated layer IVb, but also IVa and especially IVc in a layer-specific manner, but also and clearly separated V1 from V2. Elemental imaging further showed a specific accumulation of copper in layer IV. In conclusion, multimodal mass spectrometry imaging identified novel biomolecular and elemental markers with specific laminar and inter-areal differences. We conclude that mass spectrometry imaging provides a promising new approach toward multimodal, molecule-based cortical parcellation.Electronic supplementary materialThe online version of this article (10.1007/s00429-018-1660-y) contains supplementary material, which is available to authorized users.

show abstract

Functional lipidomics of oxidized products from polyunsaturated fatty acids

Cited by 30 publications

References 38 publications

Dietary Carnosine Prevents Early Atherosclerotic Lesion Formation in Apolipoprotein E–Null Mice

Dietary Carnosine Prevents Early Atherosclerotic Lesion Formation in Apolipoprotein E–Null Mice

Fatty Acidomics: Global Analysis of Lipid Species Containing a Carboxyl Group with a Charge-Remote Fragmentation-Assisted Approach

Molecular composition of the human primary visual cortex profiled by multimodal mass spectrometry imaging

Contact Info

Product

Resources

About