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Dasse, O.8
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10
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0028475751
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note
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In a representative reaction, ethyl n-dodecylchlorophosphonate (Björkling, F.; Dahl, A.; Patkar, S.; Zundel, M. Bioorg. Med. Chem. 1994, 2, 697-705) (0.63 mmol) in methylene chloride (4 ml) was added to 4-cyanophenol (0.46 mmol) and triethylamine (100 μl) in methylene chloride (2 ml). The mixture was stirred for 20 h at room temperature, diluted with ethyl acetate (20 ml), filtered through silica gel, and purified on a silica gel column using 30% ethyl acetate/hexanes as effluent to give OP 4 (0.38 mmol, 83%). Analogous procedures were used for 12 other O-aryl alkylphosphonates (Supplementary Table 1).
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11
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55249124594
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note
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14C]1-oleoylglyerol (Supplementary data).
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12
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33645803188
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Quistad G.B., Liang S.N., Fisher K.J., Nomura D.K., and Casida J.E. Toxicol. Sci. 91 (2006) 166
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Quistad, G.B.1
Liang, S.N.2
Fisher, K.J.3
Nomura, D.K.4
Casida, J.E.5
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13
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55249108543
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note
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4
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17
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44649115954
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10.1016/j.canlet.2008.03.004
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Wang D., and DuBois R.N. Cancer Lett. 3 (2008) 4 10.1016/j.canlet.2008.03.004
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Wang, D.1
DuBois, R.N.2
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18
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55249095366
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note
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4
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19
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0037237777
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Rosenberger T.A., Villacreses N.E., Contreras M.A., Bonventre J.V., and Rapoport S.I. J. Lipid Res. 44 (2003) 109
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Rosenberger, T.A.1
Villacreses, N.E.2
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21
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0031028923
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Abood M.E., Ditto K.E., Noel M.A., Showalter V.M., and Tao Q. Biochem. Pharmacol. 53 (1997) 207
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Ditto, K.E.2
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22
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55249118440
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note
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3H]CP55940 binding and sensitivity to WIN55212-2. Upon addition of brain membranes to eCB1, OP 7-sensitivity was partially restored.
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23
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55249117774
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note
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max (pmol/mg) 0.27 for control and 0.26 for OP 7.
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24
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55249103434
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note
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50 of CB1 agonist binding.
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25
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0028970517
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Sugiura T., Kondo S., Sukagawa A., Nakane S., Shinoda A., Itoh K., Yamashita A., and Waku K. Biochem. Biophys. Res. Commun. 215 (1995) 89
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Sugiura, T.1
Kondo, S.2
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Nakane, S.4
Shinoda, A.5
Itoh, K.6
Yamashita, A.7
Waku, K.8
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26
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55249125039
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note
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Upon consideration of the 2-AG concentration in a typical CB1 binding assay, controls would have 16 nM compared to 360 nM in brain membranes from OP 1-treated mice, consistent with the 2-AG levels required to induce stimulation of GTP binding.
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