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N-Acylphosphatidylethanolamine

From Wikipedia, the free encyclopedia
Type of hormones

N-Acylphosphatidylethanolamines (NAPEs) arehormones released by thesmall intestine into thebloodstream when it processesfat. NAPEs travel to thehypothalamus in the brain and suppressappetite. This mechanism could be relevant for treatingobesity.[1]

Endocannabinoid precursor

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N-Acylphosphatidylethanolamines are also an important intermediaries in the biosynthesis ofendocannabinoids.

NAPEs are formed fromphosphatidylethanolamines, a group of cell membranephospholipids characteristic of nervous tissue. After being cleaved byphospholipases, NAPEs can be transformed intoN-acylethanolamines, including the endocannabinoidanandamide.[2][3] WhileNAPE-PLD is the enzyme responsible for catalyzing said release of N-acylethanolamine (NAE) from N-acyl-phosphatidylethanolamine (NAPE), this specific subtype ofphospholipase D is not responsible for the formation of the anandamide.[4]

The crystal structure of humanN-acyl phosphatidylethanolamine-specific phospholipase D (NAPE-PLD) reveals how this membrane enzyme generatesanandamide and other bioactive lipid amides from membrane NAPEs.[5] A hydrophobic cavity inNAPE-PLD provides an entryway for the substrate NAPE into the active site, where a binuclear zinc center orchestrates its hydrolysis. Unexpectedly, the structure unveilsbile acids bind the membrane enzyme, enhancing dimer assembly and enabling catalysis. These findings suggest NAPE-PLD might orchestrate a direct crosstalk betweenbile acids and lipid amide signals.[5]

See also

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References

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  1. ^Dunham, Will (Nov 26, 2008). "Gut chemical may inspire new way to fight obesity".Reuters Accessed 27 Nov. 2008
  2. ^Okamoto, Y.; Morishita, J.; Tsuboi, K.; Tonai, T.; Ueda, N. (2004)."Molecular characterization of a phospholipase D generating anandamide and its congeners".The Journal of Biological Chemistry.279 (7):5298–5305.doi:10.1074/jbc.M306642200.PMID 14634025.
  3. ^Liu, J.; Wang, L.; Harvey-White, J.; Osei-Hyiaman, D.; Razdan, R.; Gong, Q.; Chan, A.; Zhou, Z.; Huang, B.; Kim, H. Y.; Kunos, G. (2006)."A biosynthetic pathway for anandamide".Proceedings of the National Academy of Sciences of the United States of America.103 (36):13345–13350.Bibcode:2006PNAS..10313345L.doi:10.1073/pnas.0601832103.PMC 1557387.PMID 16938887.
  4. ^Leung D, Saghatelian A, Simon GM, Cravatt BF (2006)."Inactivation of N-acyl phosphatidylethanolamine phospholipase D reveals multiple mechanisms for the biosynthesis of endocannabinoids".Biochemistry.45 (15):4720–4726.doi:10.1021/bi060163l.PMC 1538545.PMID 16605240.
  5. ^abMagotti P, Bauer I, Igarashi M, Babagoli M, Marotta R, Piomelli D, Garau G (Dec 2014)."Structure of Human N-Acylphosphatidylethanolamine-Hydrolyzing Phospholipase D: Regulation of Fatty Acid Ethanolamide Biosynthesis by Bile Acids".Structure.23 (3):598–604.doi:10.1016/j.str.2014.12.018.PMC 4351732.PMID 25684574.
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