N-Acylethanolamines and related compounds: aspects of metabolism and functions.

N-Acylethanolamines (NAE) are fatty acid derivates that are linked with an ethanolamine group via an amide bond. NAE can be characterized as lipid mediators in the plant and animal kingdoms owing to the diverse functions throughout the eukaryotic domain. The functions of NAE have been widely investigated in animal tissues in part due to their abilities to interact with the cannabinoid receptors, vanilloid receptors or peroxisome proliferator activated receptors. However, the interest of studying the functions of these lipids in plants is progressively becoming more apparent. The number of publications about the functions related to NAE and to structural analogs (homoserine lactone and alkamides) is greatly increasing, showing the importance of these lipids in various plant physiological processes. This review sheds light on their role in different processes such as seedling development, plant pathogen interaction, phospholipase D alpha inhibition and senescence of cut flowers, and underlines the interaction between NAE and NAE-related molecules with plant hormone signaling. The different metabolic pathways promoting the synthesis and degradation of NAE are also discussed, in particular the oxygenation of polyunsaturated N-acylethanolamines, which leads to NAE-oxylipins, a new family of bioactive lipids.

Occurrence, biosynthesis and functions of N-acylphosphatidylethanolamines (NAPE): not just precursors of N-acylethanolamines (NAE).

N-acylphosphatidylethanolamine (NAPE) is a minor phospholipid resulting from the transfer of an acyl chain from an acyl donor to the primary amine of the ethanolamine moiety of phosphatidylethanolamine (PE). Occurring in plant and animal kingdoms as well as in prokaryotic cells, it is synthesized in higher amounts in membranes during cellular stresses and tissue damage, and it is widely thought to be the precursor of the lipid mediator, N-acylethanolamine (NAE), which modulates the endocannabinoid signaling pathway and therefore regulates various physiological processes. However, recent studies have shown that NAPE is also a bioactive molecule that is involved in several physiological functions. The present paper reviews the occurrence of NAPE in animals and plants and focuses on the various properties of NAPE observed in vitro and in vivo. The different metabolic pathways promoting the synthesis and degradation of NAPE are also discussed and the differences between animals and plants are underlined.