Literature DB >> 29607420

N-FATTY ACYLGLYCINES: UNDERAPPRECIATED ENDOCANNABINOID-LIKE FATTY ACID AMIDES?

Ryan L Anderson1, David J Merkler1.   

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.

Entities:  

Keywords:  N-arachidonoylglycine; N-fatty acylethanolamine; N-fatty acylglycine; N-linoleoylglycine; N-myrisotylglycine; N-oleoylglycine; N-palmitoylglycine; fatty acid amide hydrolase; glycine N-acyltransferase (GLYAT); metabolic interconversion; oxidative metabolism

Year:  2018        PMID: 29607420      PMCID: PMC5878051     

Source DB:  PubMed          Journal:  J Biol Nat        ISSN: 2395-5376


  64 in total

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Journal:  Chem Pharm Bull (Tokyo)       Date:  2015       Impact factor: 1.645

2.  Drosophila melanogaster as a model system to study long-chain fatty acid amide metabolism.

Authors:  Kristen A Jeffries; Daniel R Dempsey; Anita L Behari; Ryan L Anderson; David J Merkler
Journal:  FEBS Lett       Date:  2014-03-17       Impact factor: 4.124

3.  Activation of GPR18 by cannabinoid compounds: a tale of biased agonism.

Authors:  Linda Console-Bram; Eugen Brailoiu; Gabriela Cristina Brailoiu; Haleli Sharir; Mary E Abood
Journal:  Br J Pharmacol       Date:  2014-08       Impact factor: 8.739

Review 4.  What does S-palmitoylation do to membrane proteins?

Authors:  Sanja Blaskovic; Mathieu Blanc; F Gisou van der Goot
Journal:  FEBS J       Date:  2013-04-18       Impact factor: 5.542

5.  Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor.

Authors:  T Sheskin; L Hanus; J Slager; Z Vogel; R Mechoulam
Journal:  J Med Chem       Date:  1997-02-28       Impact factor: 7.446

6.  Oleic acid derived metabolites in mouse neuroblastoma N18TG2 cells.

Authors:  David J Merkler; Geoffrey H Chew; Andrew J Gee; Kathleen A Merkler; Jean-Paul O Sorondo; Mitchell E Johnson
Journal:  Biochemistry       Date:  2004-10-05       Impact factor: 3.162

7.  Effects of L-histidine and its structural analogues on human N-myristoyltransferase activity and importance of EEVEH amino acid sequence for enzyme activity.

Authors:  R V Raju; R S Datla; R C Warrington; R K Sharma
Journal:  Biochemistry       Date:  1998-10-20       Impact factor: 3.162

8.  Biomarkers of primary dysmenorrhea and herbal formula intervention: an exploratory metabonomics study of blood plasma and urine.

Authors:  Pei Liu; Jinao Duan; Peijuan Wang; Dawei Qian; Jianming Guo; Erxin Shang; Shulan Su; Yuping Tang; Zongxiang Tang
Journal:  Mol Biosyst       Date:  2012-10-30

9.  The endocannabinoid anandamide is a precursor for the signaling lipid N-arachidonoyl glycine by two distinct pathways.

Authors:  Heather B Bradshaw; Neta Rimmerman; Sherry Shu-Jung Hu; Valery M Benton; Jordyn M Stuart; Kim Masuda; Benjamin F Cravatt; David K O'Dell; J Michael Walker
Journal:  BMC Biochem       Date:  2009-05-21       Impact factor: 4.059

10.  Targeted lipidomics in Drosophila melanogaster identifies novel 2-monoacylglycerols and N-acyl amides.

Authors:  Giuseppe Tortoriello; Brandon P Rhodes; Sara M Takacs; Jordyn M Stuart; Arjun Basnet; Siham Raboune; Theodore S Widlanski; Patrick Doherty; Tibor Harkany; Heather B Bradshaw
Journal:  PLoS One       Date:  2013-07-11       Impact factor: 3.240

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  3 in total

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Authors:  Natalia Battista; Monica Bari; Tiziana Bisogno
Journal:  Biomolecules       Date:  2019-12-03

Review 2.  (Wh)olistic (E)ndocannabinoidome-Microbiome-Axis Modulation through (N)utrition (WHEN) to Curb Obesity and Related Disorders.

Authors:  Jyoti Sihag; Vincenzo Di Marzo
Journal:  Lipids Health Dis       Date:  2022-01-14       Impact factor: 3.876

Review 3.  The Biosynthesis and Metabolism of the N-Acylated Aromatic Amino Acids: N-Acylphenylalanine, N-Acyltyrosine, N-Acyltryptophan, and N-Acylhistidine.

Authors:  Suzeeta Bhandari; Kirpal S Bisht; David J Merkler
Journal:  Front Mol Biosci       Date:  2022-01-03
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