Lipid Peroxidation and Nitration

Davies, Sean S.; Guo, Lilu

doi:10.1002/9781118355886.ch2

Cited by 3 publications

(1 citation statement)

References 134 publications

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“…The variety of sites of modification in lipids present the basis for the large range of products that can be formed ( 27 ), but this is expanded by the type of oxidant that causes the modification and the stability or otherwise of the initial product. This aspect will be explored in the following sections to illustrate the potential for diversity in modified lipids.…”

Section: Types Of Lipid Modificationsmentioning

confidence: 99%

Formation of Oxidatively Modified Lipids as the Basis for a Cellular Epilipidome

Spickett

2020

Front. Endocrinol.

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While often regarded as a subset of metabolomics, lipidomics can better be considered as a field in its own right. While the total number of lipid species in biology may not exceed the number of metabolites, they can be modified chemically and biochemically leading to an enormous diversity of derivatives, many of which retain the lipophilic properties of lipids and thus expand the lipidome greatly. Oxidative modification by radical oxygen species, either enzymatically or chemically, is one of the major mechanisms involved, although attack by non-radical oxidants also occurs. The modified lipids typically contain more oxygens in the form of hydroxyl, epoxide, carbonyl and carboxylic acid groups, and nitration, nitrosylation, halogenation or sulfation can also occur. This article provides a succinct overview of the types of species formed, the reactive compounds involved and the specific molecular sites that they react with, and the biochemical or chemical mechanisms involved. In many cases, these modifications reduce the stability of the lipid, and breakdown products are formed, which themselves have interesting properties such as the ability to react with other biomolecules. Publications on the biological effects of modified lipids are growing rapidly, supporting the concept that some of these biomolecules have potential signaling and regulatory effects. The question therefore arises whether modified lipids represent an “epilipidome”, analogous to the epigenetic modifications that can control gene expression.

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Section: Types Of Lipid Modificationsmentioning

confidence: 99%

Formation of Oxidatively Modified Lipids as the Basis for a Cellular Epilipidome

Spickett

2020

Front. Endocrinol.

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Direct Resonance Raman Characterization of a Peroxynitrito Copper Complex Generated from O₂ and NO and Mechanistic Insights into Metal‐Mediated Peroxynitrite Decomposition

et al. 2019

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We report the formation of anew copper peroxynitrite (PN)c omplex [Cu II (TMG 3 tren)(k 1 -OONO)] + (PN1) from the reaction of [Cu II (TMG 3 tren)(O 2 C À )] + (1)w ith NOC (g) at À125 8 8C. The first resonance Raman spectroscopic characterization of such ametal-bound PN moiety supports acis k 1 -( À OONO) geometry. PN1 transforms thermally into an isomeric form (PN2)w ith k 2 -O,O'-( À OONO) coordination, which undergoes OÀOb ond homolysis to generate ap utative cupryl (LCu II ÀOC)i ntermediate and NO 2 C.T hese transient species do not recombine to give anitrato (NO 3[*] J.

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Direct Resonance Raman Characterization of a Peroxynitrito Copper Complex Generated from O₂ and NO and Mechanistic Insights into Metal‐Mediated Peroxynitrite Decomposition

et al. 2019

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We report the formation of a new copper peroxynitrite (PN) complex [CuII(TMG3tren)(κ1‐OONO)]+ (PN1) from the reaction of [CuII(TMG3tren)(O2.−)]+ (1) with NO.(g) at −125 °C. The first resonance Raman spectroscopic characterization of such a metal‐bound PN moiety supports a cis κ1‐(−OONO) geometry. PN1 transforms thermally into an isomeric form (PN2) with κ2‐O,O′‐(−OONO) coordination, which undergoes O−O bond homolysis to generate a putative cupryl (LCuII−O.) intermediate and NO2.. These transient species do not recombine to give a nitrato (NO3−) product but instead proceed to effect oxidative chemistry and formation of a CuII–nitrito (NO2−) complex (2).

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Lipid Peroxidation and Nitration

Cited by 3 publications

References 134 publications

Formation of Oxidatively Modified Lipids as the Basis for a Cellular Epilipidome

Formation of Oxidatively Modified Lipids as the Basis for a Cellular Epilipidome

Direct Resonance Raman Characterization of a Peroxynitrito Copper Complex Generated from O₂ and NO and Mechanistic Insights into Metal‐Mediated Peroxynitrite Decomposition

Direct Resonance Raman Characterization of a Peroxynitrito Copper Complex Generated from O₂ and NO and Mechanistic Insights into Metal‐Mediated Peroxynitrite Decomposition

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Lipid Peroxidation and Nitration

Cited by 3 publications

References 134 publications

Formation of Oxidatively Modified Lipids as the Basis for a Cellular Epilipidome

Formation of Oxidatively Modified Lipids as the Basis for a Cellular Epilipidome

Direct Resonance Raman Characterization of a Peroxynitrito Copper Complex Generated from O2 and NO and Mechanistic Insights into Metal‐Mediated Peroxynitrite Decomposition

Direct Resonance Raman Characterization of a Peroxynitrito Copper Complex Generated from O2 and NO and Mechanistic Insights into Metal‐Mediated Peroxynitrite Decomposition

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Direct Resonance Raman Characterization of a Peroxynitrito Copper Complex Generated from O₂ and NO and Mechanistic Insights into Metal‐Mediated Peroxynitrite Decomposition

Direct Resonance Raman Characterization of a Peroxynitrito Copper Complex Generated from O₂ and NO and Mechanistic Insights into Metal‐Mediated Peroxynitrite Decomposition