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Updated: Jul 11, 2026

Free Radicals in Chemical Biology: from Chemical Behavior to Biomarker Development
Published on: April 15, 2013
Trans fatty acids in membranes: the free radical path
Carla Ferreri1, Maria Panagiotaki, Chryssostomos Chatgilialoglu
1ISOF-CNR, Via P. Gobetti 101, Bologna 40129, Italy. cferreri@isof.cnr.it
Naturally occurring cis fatty acids can convert to trans fatty acids within the body. This isomerization, influenced by radical species, alters cell membrane functions and biological activities, prompting further research into endogenous trans fatty acid formation.
Area of Science:
- Biochemistry
- Membrane Biology
- Free Radical Chemistry
Background:
- Most natural unsaturated fatty acids possess cis double bonds, crucial for cell membrane structure and function.
- Alterations in cis geometry, particularly isomerization to trans forms, significantly impact biological activities.
- Endogenous formation of trans fatty acids (TFAs) is a recognized biological phenomenon with implications for health.
Purpose of the Study:
- To investigate the mechanisms of cis to trans isomerization in fatty acids within biological systems.
- To explore the role of radical species in lipid isomerization in cell membranes.
- To identify endogenous factors responsible for in vivo lipid isomerization.
Main Methods:
- Utilized liposome models to simulate radical-induced isomerization of fatty acids.
- Assessed the interaction of isomerizing species with membrane lipid bilayers.
- Examined oleic acid micelles to evaluate the isomerization potential of specific radicals and molecules.
Main Results:
- Demonstrated that radical species can induce cis to trans isomerization in phospholipids.
- Liposome studies provided insights into the fundamental aspects of lipid isomerization in membranes.
- Nitrogen dioxide (*NO2) radicals did not induce isomerization in oleic acid micelles, unlike 2-mercaptoethanol.
Conclusions:
- Radical-mediated cis to trans fatty acid isomerization occurs endogenously, affecting membrane properties and biological functions.
- Sulfur-containing compounds like hydrogen sulfide (H2S) and amino acid residues are potential endogenous agents for lipid isomerization.
- Further research is ongoing to fully elucidate the in vivo mechanisms and biological significance of free radical-induced lipid isomerization.
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