Abstract
Endocannabinoid 2-arachidonoylglycerol (2-AG) regulates several important physiological processes in the brain. 2-AG is commonly quantified by gas chromatography mass spectrometry after an initial purification step. The most precise and rapid purification utilizes C18 solid-phase extraction, but quantification problems can arise with acyl migration from 2-AG to 1 -arachidonoylglycerol. We found that extraction with methanol promoted this migration, but acetone and diethyl ether (Et2O) did not. Acetone and Et2O were used to develop a purification method for the direct determination of 2-AG.
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R. Mechoulam and Y. Gaoni, J. Am. Chem. Soc., 1965, 87, 3273.
L. A. Matsuda, S. J. Lolait, M. J. Brownstein, A. C. Young, and T. I. Bonner, Nature, 1990, 346, 561.
S. Munro, K. L. Thomas, and M. Abu-Shaar, Nature, 1993, 365, 61.
D. Cota, M. H. Tschop, T. L. Horvath, and A. S. Levine, Brain Res. Rev., 2006, 51, 85.
T. Sugiura, S. Kondo, A. Sukagawa, S. Nakane, A. Shinoda, K. Itoh, A. Yamashita, and K. Waku, Biochem. Biophys. Res. Commun., 1995, 215, 89.
R. Mechoulam, S. Ben-Shabat, L. Hanus, M. Ligumsky, N. E. Kaminski, A. R. Schatz, A. Gopher, S. Almog, B. R. Martin, D. R. Compton, R. G. Pertwee, G. Griffin, M. Bayewitch, J. Barg, and Z. Vogel, Biochem. Pharmacol., 1995, 50, 83.
P. Pacher, S. Batkai, and G. Kunos, Pharmacol. Rev., 2006, 58, 389.
N. Stella, Glia, 2004, 48, 267.
T. C. Kirkham, C. M. Williams, F. Fezza, and V. Di Marzo, Br. J. Pharmacol., 2002, 136, 550.
J. A. Wagner, K. Varga, and G. Kunos, J. Mol., Med., 1998, 76, 824.
T. Sugiura, T. Kodaka, S. Nakane, S, Kishimoto, S. Kondo, and K. Waku, Biochem. Biophys. Res. Commun., 1998, 243, 838.
V. Di Marzo, M. Cote, I. Matias, I. Lemieux, B. J. Arsenault, A. Cartier, F. Piscitelli, S. Petrosino, N. Almeras, and J. P. Despres, Diabetologia, 2009, 52, 213.
M. Cote, I. Matias, I. Lemieux, S. Petrosino, N. Almeras, J.-P. Despres, and V. Di Marzo, Int. J. Obes., 2007, 31, 692.
P. C. Schmid, R. J. Krebsbach, S. R. Perry, T. M. Dettmer, J. L. Maasson, and H. H. Schmid, FEBS Lett., 1995, 375, 117.
N. Stella, P. Schweitzer, and D. Piomelli, Nature, 1997, 388, 773.
A. Giuffrida and D. Piomelli, FEBS Lett., 1998, 422, 373.
P. C. Schmid, K. D. Schwartz, C. N. Smith, R. J. Krebsbach, E. V. Berdyshev, and H. H. Schmid, Chem. Phys. Lipids, 2000, 104, 185.
L. Walter, A. Franklin, A. Witting, T. Moller, and N. Stella, J. Biol. Chem., 2002, 277, 20869.
A. Witting, L. Walter, J. Wacker, T. Moller, and N. Stella, Proc. Natl. Acad. Sci. U. S. A., 2004, 101, 3214.
S. Oka, A. Tsuchie, A. Tokumura, M. Muramatsu, Y. Suhara, H. Takayama, K. Waku, and T Sugiura, J. Neurochem., 2003, 85, 1374.
M. Y. Zhang, Y. Gao, J. Btesh, N. Kagan, E. Kerns, T. A. Samad, and P. K. Chanda, J. Mass Spectrom., 2010, 45, 167.
S. Hardison, S. T. Weintraub, and A. Giuffrida, Prostaglandins Other Lipid Mediators, 2006, 81, 106.
P. J. Kingsley and L. J. Marnett, Anal. Biochem., 2003, 314, 8.
C. A. Rouzer, K. Ghebreselasie, and L. J. Marnett, Chem. Phys. Lipids, 2002, 119, 69.
L. Hanus, Y. Avraham, D. Ben-Shushan, O. Zolotarev, E. M. Berry, and R. Mechoulam, Brain Res., 2003, 983, 144.
A. Artmann, G. Petersen, L. I. Hellgren, J. Boberg, C. Skonberg, C. Nellemann, S. H. Hansen, and H. S. Hansen, Biochim. Biophys. Acta, 2008, 1781, 200.
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Higuchi, S., Irie, K., Nakano, T. et al. Reducing Acyl Migration during Purification of 2-Arachidonoylglycerol from Biological Samples before Gas Chromatography Mass Spectrometry Analysis. ANAL. SCI. 26, 1199–1202 (2010). https://doi.org/10.2116/analsci.26.1199
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DOI: https://doi.org/10.2116/analsci.26.1199