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Canna~Fangled Abstracts

Effect of endocannabinoids on soybean lipoxygenase-1 activity.

By July 17, 2013No Comments
 pm2[Epub ahead of print]

Effect of endocannabinoids on soybean lipoxygenase-1 activity.


College of Pharmacy, Chungnam National University, Daejeon 305-764, Republic of Korea.


Endocannabinoids appear to be involved in a variety of physiological processes. Lipoxygenase activity has been known to be affected by unsaturated fatty acids or phenolic compounds. In this study, we examined whetherendocannabinoids containing both N-acyl group and phenolic group can affect the activity of soybean lipoxygenase (LOX)-1, similar to mammalian 15-lipoxygenase in physicochemical properties. First, N-arachidonoyl dopamine and N-oleoyl dopamine were found to inhibit soybean LOX-1-catalyzed oxygenation of linoleic acid in a non-competitive manner with a Ki value of 3.7μM and 6.2μM, respectively. Meanwhile, otherendocannabinoids failed to show a remarkable inhibition of soybean LOX-1. Separately, N-arachidonoyl dopamine and N-arachidonoyl serotonin were observed to inactivate soybean LOX-1 with Kin value of 27μM and 24μM, respectively, and k3 value of 0.12min-1 and 0.35min-1, respectively. Furthermore, such an inactivation was enhanced by ascorbic acid, but suppressed by 13(S)-hydroperoxy-9,11-octadecadienoic acid. Taken together, it is proposed that endocannabinoids containing polyunsaturated acyl moiety and phenolic group may be efficient for the inhibition as well as inactivation of 15-lipoxygenase.
Copyright © 2013 Elsevier Inc. All rights reserved.


13(S)-hydroperoxyoctadecadienoic acid, 13-HpODE, 15(S)-HpETE, 15(S)-hydroperoxyeicosatatraenoic acid, E(ox), E(red), Endocannabinoids, Inactivation, Inhibition, LOX, N-acyl dopamine, N-arachidonoyl dopamine, N-arachidonoyl glycine, N-arachidonoyl serine, N-arachidonoyl serotonin, N-arachidonoyl taurine, N-oleoyl dopamine, N-palmitoyl dopamine, NA-5HT, NA-DA, NA-Gly, NA-Ser, NA-Tau, NO-DA, NP-DA, Soybean lipoxygenase-1, active ferric enzyme form, inactive ferrous enzyme form, lipoxygenase





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