title: [The interaction of organophosphorus amino acid analogs with cytochrome P-450 2B4].
abstract: Interaction between phosphorus amino acids analogs, 1-aminoalkylphosphonous and 1-aminoalkylthiophosphonic acids, and microsomes from the liver of phenobarbital-induced rabbits was studied. The phosphorus amino acids analogs cause type I and reverse type I spectral changes, respectively. A new reaction in the microsomal monooxygenase system was revealed. In the presence of NADPH, 1-aminoalkylphosphonous acids can be transformed to the corresponding 1-aminoalkylphosphonic acids by the reaction P-H-->P-OH. The reaction was monitored by 1H-NMR spectroscopy. 1-Aminoalkylphosphonous acids also serve as substrates for the NADPH-dependent monooxygenase system. 31P-NMR has shown that the oxidative desulfuration produces 1-aminoalkylphosphonous acids according to the reaction P=S-->P=O. Neither 1-aminoalkylphosphonous nor 1-aminoalkylphosphonic acids are deaminated in the NADPH-dependent monooxygenase system as follows from 1H-NMR spectroscopy.
authors.forename: V V
authors.initials: VV
authors.lastname: Shumiantseva
authors.forename: S V
authors.initials: SV
authors.lastname: Meshkov
authors.forename: V Iu
authors.initials: VIu
authors.lastname: Uvarov
authors.forename: A I
authors.initials: AI
authors.lastname: Archakov
mesh_terms: D000042:Absorption; D000596:Amino Acids / Q000378:metabolism*; D000818:Animals; D001189:Aryl Hydrocarbon Hydroxylases; D003577:Cytochrome P-450 Enzyme System / Q000096:biosynthesis / Q000187:drug effects / Q000378:metabolism*; D004347:Drug Interactions; D004790:Enzyme Induction / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008862:Microsomes, Liver / Q000187:drug effects / Q000201:enzymology; D009249:NADP / Q000378:metabolism; D009943:Organophosphorus Compounds / Q000378:metabolism*; D010634:Phenobarbital / Q000494:pharmacology; D011817:Rabbits; D013057:Spectrum Analysis; D013250:Steroid Hydroxylases / Q000096:biosynthesis / Q000187:drug effects / Q000378:metabolism*; D013379:Substrate Specificity / Q000187:drug effects
chemical_list: D000596:Amino Acids; D009943:Organophosphorus Compounds; D009249:NADP; D003577:Cytochrome P-450 Enzyme System; D013250:Steroid Hydroxylases; D001189:Aryl Hydrocarbon Hydroxylases; C050356:steroid 15-alpha-hydroxylase; D010634:Phenobarbital
vernacular_title: Vzaimodeĭstvie fosfororganicheskikh analogov aminokislot s tsitokhromom P450 2B4.