pH dependent alterations of monoepoxides and monochlorohydrins of linoleic acid, and their existence in vivo.
Some monoepoxides of linoleic acid (LA) were converted to monochlorohydrins in low-pH solutions containing chloride ions (Cl-). Conversely, monochlorohydrins of LA were converted to monoepoxides in high-pH solutions. We attempted to determine whether these monochlorohydrins and monoepoxides were produced from LA by the cytochrome-c-H2O2-and/or myeloperoxidase-H2O2-system. The existence of monoepoxides and monochlorohydrins of LA in leukocytes was confirmed by high-performance liquid chromatography (HPLC). Furthermore, leukotoxin in human leukemia cells (THP-1) was stained immunohistochemically by a monoclonal anti-leukotoxin antibody.
D000818:Animals; D002460:Cell Line; D002728:Chlorohydrins / Q000032:analysis* / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D003574:Cytochrome c Group / Q000378:metabolism; D004852:Epoxy Compounds / Q000032:analysis* / Q000737:chemistry*; D005098:Exotoxins / Q000032:analysis; D005122:Exudates and Transudates / Q000737:chemistry; D006801:Humans; D006861:Hydrogen Peroxide; D006863:Hydrogen-Ion Concentration; D007938:Leukemia; D007962:Leukocytes / Q000737:chemistry / Q000378:metabolism; D019787:Linoleic Acid; D008041:Linoleic Acids / Q000032:analysis* / Q000737:chemistry*; D008297:Male; D013058:Mass Spectrometry; D009195:Peroxidase / Q000378:metabolism; D051381:Rats; D017207:Rats, Sprague-Dawley; D014407:Tumor Cells, Cultured
D002728:Chlorohydrins; D003574:Cytochrome c Group; D004852:Epoxy Compounds; D005098:Exotoxins; D008041:Linoleic Acids; C018579:leukotoxin; D019787:Linoleic Acid; D006861:Hydrogen Peroxide; D009195:Peroxidase