Leukotriene A4 hydrolase in the human lung. Inactivation of the enzyme with leukotriene A4 isomers. 1987

N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu

Leukotriene A4 hydrolase from the human lung was purified to apparent homogeneity. The molecular weight (68,000-71,000), the amino acid composition, and the N-terminal amino acid sequence were similar to those of the human neutrophil enzyme but different from those of human erythrocyte enzyme. The lung enzyme was inactivated by its substrate, leukotriene A4. To elucidate the substrate and the inactivator specificity of this enzyme, we synthesized various geometric and positional isomers of leukotriene A4. 14,15-Leukotriene A4, leukotriene A4 methyl ester, and geometric isomers of leukotriene A4 could not serve as substrates, but they inactivated the enzyme. On the other hand, styrene oxide and (5S)-trans-5,6-oxide-8,10,14-cis-12-trans-eicosatetraenoic acid neither served as substrates nor inactivated the enzyme. These results indicate that whereas allylic epoxide structures of arachidonic acids are responsible for inactivation of the enzyme, the free carboxylic acid, 5,6-oxide, and the tetraene structure with the 7,9-trans-11,14-cis configuration are required as a substrate for leukotriene A4 hydrolase.

UI MeSH Term Description Entries
D007536 Isomerism The phenomenon whereby certain chemical compounds have structures that are different although the compounds possess the same elemental composition. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Isomerisms
D008168 Lung Either of the pair of organs occupying the cavity of the thorax that effect the aeration of the blood. Lungs
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D002851 Chromatography, High Pressure Liquid Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed. Chromatography, High Performance Liquid,Chromatography, High Speed Liquid,Chromatography, Liquid, High Pressure,HPLC,High Performance Liquid Chromatography,High-Performance Liquid Chromatography,UPLC,Ultra Performance Liquid Chromatography,Chromatography, High-Performance Liquid,High-Performance Liquid Chromatographies,Liquid Chromatography, High-Performance
D004591 Electrophoresis, Polyacrylamide Gel Electrophoresis in which a polyacrylamide gel is used as the diffusion medium. Polyacrylamide Gel Electrophoresis,SDS-PAGE,Sodium Dodecyl Sulfate-PAGE,Gel Electrophoresis, Polyacrylamide,SDS PAGE,Sodium Dodecyl Sulfate PAGE,Sodium Dodecyl Sulfate-PAGEs
D004851 Epoxide Hydrolases Enzymes that catalyze reversibly the formation of an epoxide or arene oxide from a glycol or aromatic diol, respectively. Epoxide Hydrase,Epoxide Hydrases,Epoxide Hydratase,Epoxide Hydratases,Epoxide Hydrolase,9,10-Epoxypalmitic Acid Hydrase,Microsomal Epoxide Hydrolase,Styrene Epoxide Hydrolase,9,10 Epoxypalmitic Acid Hydrase,Acid Hydrase, 9,10-Epoxypalmitic,Epoxide Hydrolase, Microsomal,Epoxide Hydrolase, Styrene,Hydrase, 9,10-Epoxypalmitic Acid,Hydrase, Epoxide,Hydrases, Epoxide,Hydratase, Epoxide,Hydratases, Epoxide,Hydrolase, Epoxide,Hydrolase, Microsomal Epoxide,Hydrolase, Styrene Epoxide,Hydrolases, Epoxide
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D001095 Arachidonic Acids Eicosatetraenoic Acids,Acids, Arachidonic,Acids, Eicosatetraenoic
D013997 Time Factors Elements of limited time intervals, contributing to particular results or situations. Time Series,Factor, Time,Time Factor
D017572 Leukotriene A4 (2S-(2 alpha,3 beta(1E,3E,5Z,8Z)))-3-(1,3,5,8-Tetradecatetraenyl)oxiranebutanoic acid. An unstable allylic epoxide, formed from the immediate precursor 5-HPETE via the stereospecific removal of a proton at C-10 and dehydration. Its biological actions are determined primarily by its metabolites, i.e., LEUKOTRIENE B4 and cysteinyl-leukotrienes. Alternatively, leukotriene A4 is converted into LEUKOTRIENE C4 by glutathione-S-transferase or into 5,6-di-HETE by the epoxide-hydrolase. (From Dictionary of Prostaglandins and Related Compounds, 1990) LTA4,Leukotriene A,Leukotriene A-4,Leukotrienes A,Leukotriene A 4

Related Publications

N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
November 1994, Annals of the New York Academy of Sciences,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
September 1990, The Journal of biological chemistry,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
February 1994, The Journal of investigative dermatology,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
August 2002, Prostaglandins & other lipid mediators,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
November 1992, The Journal of biological chemistry,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
January 1989, Advances in prostaglandin, thromboxane, and leukotriene research,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
January 1991, Advances in prostaglandin, thromboxane, and leukotriene research,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
March 1994, The Journal of clinical investigation,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
January 1990, Advances in prostaglandin, thromboxane, and leukotriene research,
N Ohishi, and T Izumi, and M Minami, and S Kitamura, and Y Seyama, and S Ohkawa, and S Terao, and H Yotsumoto, and F Takaku, and T Shimizu
August 1995, Proceedings of the National Academy of Sciences of the United States of America,
Copied contents to your clipboard!