[Hydrophobic nitroxyl radicals inhibit linoleyl alcohol oxidation by 5-lipoxygenase].
The linoleyl alcohol oxidation catalyzed by potato tuber 5-lipoxygenase was found to be efficiently inhibited by stable nitroxyl radicals: 1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl 1-bicyclo[2,2,2]octane-1-carboxylate, 1-adamantylacetate, dodecanoate, and octadecanoate. The dependence of apparent IC50 values on the rotational correlation times of times of 4-hydroxy-1-oxyl-2,2,6,6-tetramethylpiperidine and its derivatives in model micellar systems was analyzed. The inhibition mechanism was proposed; it involves the interaction of hydrophobic nitroxyl radical with the intermediate radical enzyme-substrate complex.
A I
AI
Vovk
O V
OV
Kharchenko
A I
AI
Kharitonenko
V P
VP
Kukhar'
L B
LB
Babiĭ
M G
MG
Kazachkov
A K
AK
Mel'nik
A N
AN
Khil'chevskiĭ
D001094:Arachidonate 5-Lipoxygenase / Q000737:chemistry*; D003497:Cyclic N-Oxides / Q000737:chemistry*; D004578:Electron Spin Resonance Spectroscopy; D005233:Fatty Alcohols / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D057927:Hydrophobic and Hydrophilic Interactions; D009589:Nitrogen Oxides / Q000737:chemistry*; D010084:Oxidation-Reduction; D011198:Solanum tuberosum / Q000201:enzymology; D013113:Spin Labels
D003497:Cyclic N-Oxides; D005233:Fatty Alcohols; D005609:Free Radicals; D009589:Nitrogen Oxides; D013113:Spin Labels; D001094:Arachidonate 5-Lipoxygenase; C039900:nitroxyl; C059691:linoleyl alcohol; C003959:TEMPO