870817 | N-palmitoylglycine

N-palmitoylglycine


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N-palmitoylglycine

N-palmitoylglycine

N-palmitoylglycine

The acyl amides are a family of endogenous lipids that act as potent modulators of pain and inflammation. The best characterized members of this family are the arachidonoyl amides, which includes N-arachidonoyl ethanolamide (AEA; anandamide). N-palmitoylglycine (PalGly) contains a 16-carbon saturated fatty acid that is amide-linked to glycine and is structurally similar to the phospholipid-derived N-acyl ethanolamines. Endogenously produced in rat skin and spinal cord, PalGly is present in 100-fold greater amounts in skin and 3-fold greater in brain compared to AEA.1
1 Rimmerman, N., Bradshaw, H.B., Hughes, H.V., Chen, J.S., Hu, S.S., McHugh, D., Vefring, E., Jahnsen, J.A., Thompson, E.L., 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. Mol Pharmacol 74:213-224.
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C18H35NO3
Percent Composition
C 68.97%, H 11.25%, N 4.47%, O 15.31%
Purity
>99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
2441-41-0
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
313.475
Exact Mass
313.262
Synonyms
PalGly
Bradshaw, H.B., Rimmerman, N., Hu, S.S., Burstein, S., Walker, J.M. (2009) Novel endogenous N-acyl glycines identification and characterization. Vitam Horm. 81:191-205. [PubMed] Rimmerman, N., Bradshaw, H.B., Hughes, H.V., Chen, J.S., Hu, S.S., McHugh, D., Vefring, E., Jahnsen, J.A., Thompson, E.L., 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. Mol Pharmacol 74:213-224. [PubMed] Chaturvedi, S., Driscoll, W.J., Elliot, B.M., Faraday, M.M., Grunberg, N.E., Mueller, G.P. (2006) In vivo evidence that N-oleoylglycine acts independently of its conversion to oleamide. Prostaglandins Other Lipid Mediat.81:136-49. [PubMed] Merkler, D.J., Merkler, K.A., Stern, W., Fleming, F.F. (1996) Fatty acid amide biosynthesis: a possible new role for peptidylglycine alpha-amidating enzyme and acyl-coenzyme A: glycine N-acyltransferase. Arch Biochem Biophys. 330:430-4. [PubMed]