870819 | N-oleoylglycine

N-oleoylglycine


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N-oleoylglycine

N-oleoylglycine

N-oleoylglycine

N-oleoylglycine is thought to be a substrate for the peptide amidating enzyme, peptidylglycine alpha amidating monooxygenase (PAM), in the biosynthesis of oleoylamide.1 Recent evidence indicates that oleoylglycine possesses biologic activity independent of its conversion to oleamide. Also, increased availability of oleoylglycine as a potential substrate for PAM does not drive the biosynthesis of oleamide.2
1 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.
2 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.
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C20H37NO3
Percent Composition
C 70.75%, H 10.98%, N 4.13%, O 14.14%
Purity
>99%
Stability
1 Year
Storage Temperature
-20°C
CAS Number
2601-90-3
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
339.513
Exact Mass
339.277

Bradshaw HB, Rimmerman N, Hu SS, Burstein S, Walker JM. Novel endogenous N-acyl glycines identification and characterization. Vitam Horm. 2009;81:191-205. doi: 10.1016/S0083-6729(09)81008-X. PMID: 19647113.

PubMed ID: 19647113

Chaturvedi S, Driscoll WJ, Elliot BM, Faraday MM, Grunberg NE, Mueller GP. In vivo evidence that N-oleoylglycine acts independently of its conversion to oleamide. Prostaglandins Other Lipid Mediat. 2006 Dec;81(3-4):136-49. doi: 10.1016/j.prostaglandins.2006.09.001. Epub 2006 Oct 5. PMID: 17085322; PMCID: PMC1712674.

PubMed ID: 17085322

Merkler DJ, Merkler KA, Stern W, Fleming FF. Fatty acid amide biosynthesis: a possible new role for peptidylglycine alpha-amidating enzyme and acyl-coenzyme A: glycine N-acyltransferase. Arch Biochem Biophys. 1996 Jun 15;330(2):430-4. doi: 10.1006/abbi.1996.0272. PMID: 8660675.

PubMed ID: 8660675