User:Tea with toast/chemicals

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Homovanillyl alcohol Dopamine receptor activation by honey bee queen pheromone. Curr Biol. 2009 Jul 28;19(14):1206-9. Epub 2009 Jun 11

Category: Vanilloids ?

PF-3845 Guanidine isothiocyanate Stearoylethanolamide [1] [2]

Tea with toast/chemicals
Names
IUPAC name
2-(hexadecanoylamino)acetic acid
Other names
N-(1-Oxohexadecyl)glycine
Identifiers
3D model (JSmol)
UNII
  • CCCCCCCCCCCCCCCC(=O)NCC(=O)O
Properties
C18H35NO3
Molar mass 313.4754
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Palmitoylethanolamide (PEA) is an endogenous fatty acid amide which has been demonstrated to bind toperoxisome proliferator-activated receptor alpha (PPAR-α)[3][4], GPR55 and GPR119[5]. PEA has been shown to have anit-inflammatory[4] and anti-nociceptive properties. [6]

PEA is metabolized by Fatty acid amide hydrolase (FAAH) and N-acylethanolamine-hydrolyzing acid amidase (NAAA), the latter of which has more specificity towards PEA over other fatty acid amides.[7]

See also[edit]

References[edit]

N-acylethanolamine-hydrolyzing acid amidase (NAAA)


N-Palmitoylglycine [8]

Organ [8] pmol/g tissue
Skin 1612 ± 174
Lung 895 ± 181
Spinal cord 684 ± 120
Kidney 424 ± 37
Liver 388 ± 20
Ovaries 261 ± 11
Spleen 167 ± 25
Small Intestine 106 ± 13
Testes 105 ± 11
Brain 99 ± 20
Uterus 71 ± 10
Heart 6 ± 5

References[edit]

  1. ^ MacCarrone, M.; Pauselli, R.; Di Rienzo, M.; Finazzi-Agrò, A. (2002). "Binding, degradation and apoptotic activity of stearoylethanolamide in rat C6 glioma cells". The Biochemical journal. 366 (Pt 1): 137–144. doi:10.1042/BJ20020438. PMC 1222758. PMID 12010121.
  2. ^ Terrazzino, S.; Berto, F.; Dalle Carbonare, M.; Fabris, M.; Guiotto, A.; Bernardini, D.; Leon, A. (2004). "Stearoylethanolamide exerts anorexic effects in mice via down-regulation of liver stearoyl-coenzyme a desaturase-1 mRNA expression". The FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 18 (13): 1580–1582. doi:10.1096/fj.03-1080fje. PMID 15289450.{{cite journal}}: CS1 maint: unflagged free DOI (link)
  3. ^ O'Sullivan, S. E. (2007). "Cannabinoids go nuclear: evidence for activation of peroxisome proliferator-activated receptors". British Journal of Pharmacology. 152 (5): 576–582. doi:10.1038/sj.bjp.0707423. PMC 2190029. PMID 17704824.
  4. ^ a b Lo Verme, J.; Fu, J.; Astarita, G.; La Rana, G.; Russo, R.; Calignano, A.; Piomelli, D. (2005). "The nuclear receptor peroxisome proliferator-activated receptor-alpha mediates the anti-inflammatory actions of palmitoylethanolamide". Molecular Pharmacology. 67 (1): 15–19. doi:10.1124/mol.104.006353. PMID 15465922.
  5. ^ Godlewski, G.; Offertáler, L.; Wagner, J. A.; Kunos, G. (2009). "Receptors for acylethanolamides—GPR55 and GPR119". Prostaglandins & Other Lipid Mediators. 89 (3–4): 105–297. doi:10.1016/j.prostaglandins.2009.07.001. PMC 2751869. PMID 19615459.
  6. ^ Calignano a, L. R. G. (2001). "Antinociceptive activity of the endogenous fatty acid amide, palmitylethanolamide". Eur J Pharmacol. 419 (2–3): 191–198. doi:10.1016/S0014-2999(01)00988-8. PMID 11426841.
  7. ^ Tsuboi, K.; Takezaki, N.; Ueda, N. (2007). "The N-Acylethanolamine-Hydrolyzing Acid Amidase (NAAA)". Chemistry & Biodiversity. 4 (8): 1914–25. doi:10.1002/cbdv.200790159. PMID 17712833.
  8. ^ a b Rimmerman, N.; Bradshaw, H.; Hughes, H.; Chen, J.; Hu, S.; McHugh, D.; Vefring, E.; Jahnsen, J.; Thompson, E.; Masuda, K.; Cravatt, B. F.; Burstein, S.; Vasko, M. R.; Prieto, A. L.; O'Dell, D. K.; Walker, J. M. (2008). "N-palmitoyl glycine, a novel endogenous lipid that acts as a modulator of calcium influx and nitric oxide production in sensory neurons". Molecular Pharmacology. 74 (1): 213–224. doi:10.1124/mol.108.045997. PMID 18424551.
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