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. 2022 Jan 3;8:801749. doi: 10.3389/fmolb.2021.801749

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Copyright © 2022 Bhandari, Bisht and Merkler.

This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

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Putative Acyl Group Oxidation and Hydrolytic Degradation of the N-Arachidonoyl Aromatic Amino Acids (ArAAs). The possible metabolites are 5,6-EET-ArAA, N-5,6-epoxyeicosatrienoyl-ArAA; 8,9-EET-ArAA, N-8,9-epoxyeicosatrienoyl-ArAA; 11,12-EET-ArAA, N-11,12-epoxyeicosatrienoyl-ArAA; 14,15-EET-ArAA, N-14,15-epoxyeicosatrienoyl-ArAA; 20-HETE-ArAA, N-20-hydroxyeicosatetraenoyl-ArAA; 5S-HPETE-ArAA, N-(5S-hydroperoxy)-eicosatetraenoyl-ArAA; 12S-HPETE-ArAA, N-(12S-hydroperoxy)-eicosatetraenoyl-ArAA; 15S-HPETE-ArAA, N-(15S-hydroperoxy)-eicosatetraenoyl-ArAA; and PGH₂-EA, prostaglandin E₂-ArAA. The enzymes would be COX-2, cyclooxygenase-2; FAAH, fatty acid amide hydrolase; 5-LOX, 5-lipoxygenase; 12-LOX, 12-lipoxygenase, 15-LOX, 15-lipoxygenase, NAAA, N-acylethanolamine hydrolyzing acid amidase; and P450, cytochrome P450. The R-group represents the side-groups for the aromatic amino acids shown in Figure 1. This figure is adapted from the modifications of anandamide described in Rouzer and Marnett (2011) and Biringer (2021).