N-FATTY ACYLGLYCINES: UNDERAPPRECIATED ENDOCANNABINOID-LIKE FATTY ACID AMIDES?
RYAN L. ANDERSON
Department of Chemistry, University of South Florida, Tampa FL33620, USA
DAVID J. MERKLER *
Department of Chemistry, University of South Florida, Tampa FL33620, USA
*Author to whom correspondence should be addressed.
Abstract
Long-chain N-fatty acylglycines, R-CO-NH-CH2-COOH (where “R” refers to an unsaturated or saturated alkyl chain of at least 14 carbons) are found in mammals and insects and are structurally related to the cell-signaling, lipid-like, N-fatty acylethanolamines, R-CO-NH-CH2-CH2-OH (where “R” refers to an alkyl chain of at least 14 carbons). Accumulating evidence demonstrates that the N-fatty acylglycines have important cellular functions, but much work remains in order to fully appreciate and understand these biomolecules including: (a) more work on their functions in vivo, (b) measuring their concentrations in the cell, (c) defining the pathways for the biosynthesis and degradation, and (d) understanding the metabolic interconversion(s) between the N-fatty acylglycines and other fatty acid amides. The purpose of reviewing the current state-of-knowledge about the N-fatty acylglycines is to stimulate future research about this intriguing family of biomolecules.
Keywords: N-arachidonoylglycine, N-oleoylglycine, N-palmitoylglycine, N-linoleoylglycine, N-myrisotylglycine, N-fatty acylethanolamine, glycine N-acyltransferase (GLYAT), fatty acid amide hydrolase, oxidative metabolism, metabolic interconversion, N-fatty acylglycine