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Biotransformation and Drug Metabolism

  • H. Shichi
Part of the Handbook of Experimental Pharmacology book series (HEP, volume 69)

Abstract

Throughout this chapter, the term “drug” refers to nonbiological or xenobiotic chemicals. The metabolism of “endogenous drugs,” such as hormones and neurotransmitters, is not covered.

Keywords

Liver Microsome Ciliary Body Aryl Hydrocarbon Hydroxylase Arene Oxide Epoxide Hydrase 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. Armaly MF (1968) Genetic factors related to glaucoma. Ann NY Acad Sci 151:861–875PubMedGoogle Scholar
  2. Atlas SA, Nebert DW (1976) Pharmacogenetics and human disease. In: Parke DV, Smith RL (eds), Drug metabolism — from microbe to man. Taylor and Francis, London, pp 393–430Google Scholar
  3. Awasthi YC, Saneto RP, Srivastava SK (1980) Purification and properties of bovine lens glutathione S-transferase. Exp Eye Res 30:29–39PubMedCrossRefGoogle Scholar
  4. Axelrod J (1962) The enzymatic N-methylation of serotonin and other amines. J Pharmacol Exp Ther 138:28–33PubMedGoogle Scholar
  5. Axelsson K, Eriksson S, Mannervik B (1978) Purification and characterization of cytoplasmic thiol transferase (glutathione:disulfide oxidoreductase) from rat liver. Biochemistry 17:2978–2984PubMedCrossRefGoogle Scholar
  6. Bárány EH (1973) The liver-like anion transport system in rabbit kidney, uvea and choroid plexus. II. Efficiency of acidic drugs and other anions as inhibitors. Acta Physiol Scand 88:491PubMedCrossRefGoogle Scholar
  7. Bernstein HN (1967) Chloroquine ocular toxicity. Survey Ophthalmol 12:415–447Google Scholar
  8. Bill A (1975) Blood circulation and fluid dynamics in the eye. Physiol Rev 55:383–417PubMedGoogle Scholar
  9. Blobel G, Doberstein B (1975) Transfer of proteins across membranes. I. Presence of proteolytically processed and unprocessed nascent immunoglobulin light chains on membrane bound ribosomes of murine myeloma. J Cell Biol 67:835–851PubMedCrossRefGoogle Scholar
  10. Brodie BB, Gillett JR, Ladu BN (1958) Enzymatic metabolism of drugs and other foreign compounds. Ann Rev Biochem 27:427–454PubMedCrossRefGoogle Scholar
  11. Brown DD, Tomchick R, Axelrod J (1959) Distribution and properties of a histamine-methylating enzyme. J Biol Chem 234:2948–2950PubMedGoogle Scholar
  12. Chen L-J, Bolt RJ, Admirand WH (1977) Enzymatic sulfation of bile salts. Partial purification and characterization of an enzyme from rat liver that catalyzes the sulfation of bile salt. Biochim Biophys Acta 480:219–227PubMedGoogle Scholar
  13. Chen L-J, Imperato TJ, Bolt RJ (1978) Enzymatic sulfation of bile salts. II. Studies on bile salt sulfotransferase from rat kidney. Biochim Biophys Acta 522:443–451PubMedGoogle Scholar
  14. Cohen SN, Baumgarter R, Steinberg MS, Weber WW (1973) Changes in the physiochemical characteristics of rabbit liver N-acetyltransferase during post-natal development. Biochim Biophys Acta 304:473–481PubMedCrossRefGoogle Scholar
  15. Conney AH (1967) Pharmacological implications of microsomal enzyme induction. Pharmacol Rev 19:317–366PubMedGoogle Scholar
  16. Coon MJ, Persson AV (1980) Microsomal cytochrome P-450: A central catalyst in detoxication reactions. In: Jakoby WB (ed). Enzymatic basis of detoxication. Academic Press, New YorkGoogle Scholar
  17. Cooper DY, Levin S, Narasimhulu S, Rosenthal O, Estabrook RW (1965) Photochemical action spectrum of the terminal oxidase systems. Science 147:400–402PubMedCrossRefGoogle Scholar
  18. Cooper JR, Brodie BB (1955) Enzymatic oxidation of pentobarbital and thiopental. J Pharmacol Exp Ther 120:75–83Google Scholar
  19. Correia MA, Mannering GJ (1973) DPNH synergism of TPNH-dependent mixed function oxidase reactions. Drug Metab Dispos 1:139–149PubMedGoogle Scholar
  20. Coutts RT, Dawson GW, Beckett AH (1976) In vitro metabolism of l-phenyl-2-(n-propy-lamino) propane (n-propylamphetamine) by rat liver homogenates. J Pharm Pharmacol 28:815–821PubMedCrossRefGoogle Scholar
  21. Das ND, Shichi H (1979) Gamma-glutamyl transpeptidase of bovine ciliary body: Purification and properties. Exp Eye Res 29:109–121PubMedCrossRefGoogle Scholar
  22. Das ND, Shichi H (1981) Enzymes of mercapturate synthesis and other drug-metabolizing reactions-specific localization in the eye. Exp Eye Res 33:525–533PubMedCrossRefGoogle Scholar
  23. Davidson EH, Britten RJ (1973) Organization, transcription, and regulation in the animal genome. Q Rev Biol 48:565–613PubMedCrossRefGoogle Scholar
  24. Dutton GJ (1978) Developmental aspects of drug conjugation, with special reference to glucuronidation. Ann Rev Pharmacol Toxicol 18:17–35CrossRefGoogle Scholar
  25. Dutton GJ, Burchell B (1977) Newer aspects of glucuronidation. Prog Drug Metab 2:1–70Google Scholar
  26. Elion GB, Callahan SW, Hitchings GH, Rundles RW, Laszlo J (1962) Experimental, clinical and metabolic studies of thiopurines. Cancer Chemother Rep 16:197–202PubMedGoogle Scholar
  27. Estabrook RW, Cooper DY, Rosenthal O (1963) The light reversible carbon monoxide inhibition of the steroid C21-hydroxylase systems of the adrenal cortex. Biochem J 338:741–755Google Scholar
  28. Evans DAP, Manley KA, McKusick VA (1960) Genetic control of isoniazid metabolism in man. Br Med J 2:485–491PubMedCrossRefGoogle Scholar
  29. Farber TM (1975) Enzymatic S-de-ethylation and the mechanisms of S-dealkylation. Proc Soc Exp Biol Med 149:13–18PubMedGoogle Scholar
  30. Fouts JR, Brodie BB (1957) The enzymatic reduction of chloramphenicol,p-nitrobenzoic acid and other aromatic nitro compounds in mammals. J Pharmacol Exp Ther 119:197–207PubMedGoogle Scholar
  31. Friedman E, Kopald HH, Smith TR, Mimura S (1964) Retinal and choroidal blood flow determined with krypton-85 anesthetized animals. Invest Ophthalmol 3:539–547PubMedGoogle Scholar
  32. Friedman E, Smith TR, Mimura-Oak S (1965) Estimation of retinal blood flow in animals. Invest Ophthalmol 4:1122–1128PubMedGoogle Scholar
  33. Frommer U, Ullrich V, Staudinger H, Orrenius S (1972) The monooxygenation of n-heptane by rat liver microsomes. Biochim Biophys Acta 280:487–494PubMedGoogle Scholar
  34. Gage JC (1953) A Cholinesterase inhibitor derived from O,O-diethyl O-p-nitrophenyl triophosphate in vivo. Biochem J 54:426–430PubMedGoogle Scholar
  35. Gillette JB, Brodie BB, Ladu BN (1957) The oxidation of drugs by liver microsomes: on the role of TPNH and oxygen. J Pharmacol Exp Ther 119:532–540PubMedGoogle Scholar
  36. Glazer RI, Schenkman JB, Sartorelli AC (1971) Immunochemical studies on the role of reduced nicotinamide adenine dinucleotide phosphate cytochrome c (P-450) reductase in drug oxidation. Mol Pharmacol 7:683–688PubMedGoogle Scholar
  37. Glowinski IB, Radtke HE, Weber WW (1978) Genetic variation in N-acetylation of carcinogenic arylamines by human and rabbit liver. Mol Pharmacol 14:940–949PubMedGoogle Scholar
  38. Goodman LS, Gilman A (eds) (1975) The pharmacological basis of therapeutics, 5th edn. Macmillan, New YorkGoogle Scholar
  39. Goos CMAA, Hukkelhoven MWAC, Vermorken AJM, Henderson PT Bloemendal H (1981) Metabolism of benzo(a)pyrene in bovine lens epithelium. Exp Eye Res 33:345–350PubMedCrossRefGoogle Scholar
  40. Gorski JP, Kasper CB (1977) Purification and properties of microsomal UDP-glucuronosyl-transferase from rat liver. J Biol Chem 252:1336–1343PubMedGoogle Scholar
  41. Gram TE (ed) (1980) Extrahepatic drugs and other foreign compounds. SP Medical and Scientific, New YorkGoogle Scholar
  42. Gram TE, Schroeder DH, Davis DC, Reagan RL, Guarino AM (1971) Further studies on the submicrosomal distribution of drug-metabolizing components in liver: localization in fractions of smooth microsomes. Biochem Pharmacol 20:2885–2893PubMedCrossRefGoogle Scholar
  43. Guldberg HC, Marsden CA (1975) Catechol-O-methyltransferase: pharmacological aspects and physiological role. Pharmacol Rev 27:135–206PubMedGoogle Scholar
  44. Guroff G, Daly JW, Jerina DM, Renson J, Witkop B, Udenfriend S (1967) Hydroxylation-induced migration: the NIH shift. Science 157:1524–1530PubMedCrossRefGoogle Scholar
  45. Habig WH, Pabst MJ, Fleischner G, Gatmaitan F, Arias IM, Jakoby WB (1974) The identity of glutathione S-transferase B with ligandin, a major binding protein of liver. Proc Natl Acad Sci USA 71:3879–3882PubMedCrossRefGoogle Scholar
  46. Hathcock JN, Coon J (eds) (1978) Nutrition and drug interactions. Academic, New YorkGoogle Scholar
  47. Hayaishi O, Katagiri M, Rothberg S (1955) Mechanism of the pyrocatechase reaction. J Am Chem Soc 77:5450–5451CrossRefGoogle Scholar
  48. Heidelberger C (1975) Chemical carcinogenesis. Ann Rev Biochem 44:79–121PubMedCrossRefGoogle Scholar
  49. Heppel LA, Hilmore RJ (1950) Metabolism of inorganic nitrite and nitrite esters. II. The enzymatic reduction of nitroglycerin and erythritol tetranitrate by glutathione. J Biol Chem 183:129–138Google Scholar
  50. Hinson JA, Pohl LR, Monks TJ, Gillett JR (1981) Acetaminophen-induced hepatotoxicity. Life Sci 29:107–116PubMedCrossRefGoogle Scholar
  51. Hlavica P (1971) Hepatic mixed function amine oxidases. An allosteric system. Xenobiotica 1:537–538PubMedCrossRefGoogle Scholar
  52. Holder G, Yagi H, Dansette P, Jerina DM, Levin W, Lu AYH, Conney AH (1974) Effects of inducers and epoxide hydrase on the metabolism of benzo(a)pyrene by liver microsomes and a reconstituted system: analysis by high pressure liquid chromatography. Proc Natl Acad Sci USA 71:4356–4360PubMedCrossRefGoogle Scholar
  53. Hubbell JP, Casida JE (1977) Metabolic fate of the N,N-dialkylcarbamoyl moiety of thiocarbamate herbicides in rats and corn. J Agric Food Chem 25:404–413PubMedCrossRefGoogle Scholar
  54. Huh MM, Friedhoff AJ (1979) Multiple molecular forms of catechol-O-methyltransferase. J Biol Chem 254:299–308PubMedGoogle Scholar
  55. Iwasaki K, Noguchi H, Kato R, Imai Y, Sato R (1977) Reduction of tertiary amine N-oxide by purified cytochrome P-450. Biochem Biophys Res Commun 77:1143–1149PubMedCrossRefGoogle Scholar
  56. Jakoby WB, Habig W (1980) Glutathione transferases In: Jakoby WB (ed) Enzymatic basis of detoxication, Vol. 2. Academic, New York, pp 63–94Google Scholar
  57. Jakoby WB, Sekura RD, Lyon ES, Marcus CJ, Wang J-L (1980) Sulfotransferases In: Jakoby WB (ed) Enzymatic basis of detoxication, Vol. 2. Academic, New York, pp 199–228Google Scholar
  58. Jencks WP (1974) Acyl activation In: Boyer PO (ed) The enzymes, Vol. 6, 3rd edn. Academic, New York, pp 373–385Google Scholar
  59. Jollow DJ, Thorgeirsson SS, Potter WZ, Hashimoto M, Mitchell JR (1974) Acetaminophen-induced hepatic necrosis. VI. Metabolic disposition of toxic doses of acetaminophen. Pharmacology 12:251–271PubMedCrossRefGoogle Scholar
  60. Kadlubar FF, Ziegler M (1974) Properties of an NADH-dependent N-hydroxylamine reductase isolated from pig liver microsomes. Arch Biochem Biophys 162:83–92PubMedCrossRefGoogle Scholar
  61. Kamataki T, Neal RA (1976) Metabolism of diethyl p-nitrophenyl phosphorothionate (parathion) by a reconstituted mixed-function oxidase enzyme system: studies of the covalent binding of the sulfur atom. Mol Pharmacol 12:933–944PubMedGoogle Scholar
  62. Keen JH, Jakoby WB (1978) Glutathione transferases. Catalysis of nucleophilic reactions of glutathione. J Biol Chem 253:5654–5657PubMedGoogle Scholar
  63. Killenberg P (1978) Measurement and subcellular distribution of chololyl-CoA synthetase and bile and bile acid-CoA:amino acid N-acyltransferase activities in rat liver. J Lipid Res 19:24–31PubMedGoogle Scholar
  64. Killenberg PG, Davidson ED, Webster LT (1971) Evidence for a medium-chain fatty acid: coenzyme A ligase (adenosine monophosphate) that activates salicylate. Mol Pharmacol 7:260–268PubMedGoogle Scholar
  65. King CM, Allaben WT (1978) The role of arylhydroxamic acid N-O-acyltransferase in carcinogenicity of aromatic amines. In: Aitio A (ed) Conjugation reactions in drug biotransformation. Elsevier/North-Holland Biomedical, Amsterdam, pp 431–441Google Scholar
  66. Lau EP, Haleg BE, Barden RF (1977) Photoaffinity labeling of acyl CoA:glycine N-acyltransferase with p-azidobenzoyl-coenzyme A. Biochemistry 16:2581–2585PubMedCrossRefGoogle Scholar
  67. Macri FJ, Cevario SJ (1973) The induction of aqueous humor formation by the use of Ach+ eserine. Invest Ophthalmol 123:910–916Google Scholar
  68. Mason HS, Fowlks WL, Peterson E (1955) Oxygen transfer and electron transport by the phenolase complex. J Am Chem Soc 77:2914–2915CrossRefGoogle Scholar
  69. Masters BSS (1980) The role of NADPH-cytochrome c (P-450) reductase in detoxication. In: Jakoby WB (ed) Enzymatic basis of detoxication, Academic, New YorkGoogle Scholar
  70. Mclntyre T, Curthoys NP (1982) Renal catabolism of glutathione. Characterization of a particulate rat renal dipeptidase that catalyzes the hydrolysis of cysteinylglycine. J Biol Chem 257:11915–11921Google Scholar
  71. McMahon RE (1966) Microsomal dealkylations of drugs: substrate specificity and mechanism. J Pharm Sci 55:457–466CrossRefGoogle Scholar
  72. Meir-Ruge W, Cerletti A (1966) The significance of the melanin-bearing choroid in the retina. In: Biochemistry of the eye. Karger, Basel, pp 521–525Google Scholar
  73. Mitchell JR, Jollow DJ, Potter WZ, Gilette JR, Brodie BB (1973) Acetaminophen-induced hepatic necrosis. IV. Protective role of glutathione. J Pharmacol Exptl Therap 187:211–217Google Scholar
  74. Morgenstern R, Guthenberg C, Depierre JW (1982) Purification of microsomal glutathione S-transferase. Acta Chem Scand 36:257–259CrossRefGoogle Scholar
  75. Murray KN, Chaykin S (1966) The reduction of nicotinamide N-oxide by xanthine oxidase. J Biol Chem 241:3468–3473PubMedGoogle Scholar
  76. Nebert DW (1979 a) Genetic differences in the induction of monooxygenase activities by polycyclic aromatic compounds. Pharmacol Ther 6:395–417CrossRefGoogle Scholar
  77. Nebert DW (1979 b) Multiple forms of inducible drug-metabolizing enzymes. A reasonable mechanism by which any organism can cope with adversity. Mol Cell Biochem 27:27–46PubMedCrossRefGoogle Scholar
  78. Nebert DW, Jensen NM (1979) The Ah locus: genetic regulation of the metabolism of carcinogens, drugs, and other environmental chemicals by cytochrome P-450-mediated monooxygenases. CRC Crit Rev Biochem 6:401–437PubMedCrossRefGoogle Scholar
  79. Nebert DW, Robinson JR, Niwa A, Kumaki K, Poland AP (1975) Genetic expression of aryl hydrocarbon hydroxylase activity in the mouse. J Cell Physiol 85:393–414PubMedCrossRefGoogle Scholar
  80. Nebert DW, Eisen HJ, Negishi M, Land MA, Hjelmeland LM (1981) Genetic mechanisms controlling the induction of polysubstrate monooxygenase (P-450) activities. Ann Rev Pharmacol Toxicol 21:431–462CrossRefGoogle Scholar
  81. Neims AH, Warner M, Loughnan PM, Aranda JV (1976) Developmental aspects of the hepatic cytochrome P-450 monooxygenase system. Ann Rev Pharmacol Toxicol 16:427–445CrossRefGoogle Scholar
  82. Oesch F (1973) Mammalian epoxide hydrases: inducible enzymes catalysing the inactivation of carcinogenic and cytotoxic metabolites derived from aromatic and olefinic compounds. Xenobiotica 3:305–340PubMedCrossRefGoogle Scholar
  83. Oshino N, Imai Y, Sato R (1971) A function of cytochrome b5 in fatty acid desaturation by rat liver microsomes. J Biochem 69:155–167PubMedGoogle Scholar
  84. Pelkonen O, Nebert DW (1982) Metabolism of aromatic hydrocarbons: etiologic role in carcinogenesis. Pharmacol Rev 34:189–222PubMedGoogle Scholar
  85. Peterson FJ, Mason RP, Holtzman JL (1977) Microsomal azo reduction: role of cytochrome P-450 and NADPH cytochrome c reductase. Pharmacologist 19:210Google Scholar
  86. Pettit FH, Ziegler DM (1963) The catalytic demethylation of N,N-dimethylaniline-N-oxide by liver microsomes. Biochem Biophys Res Commun 13:193–197CrossRefGoogle Scholar
  87. Pohl LR, Krishna G (1978) Study of the mechanism of metabolic activation of chloramphenicol by rat liver microsomes. Biochem Pharmacol 27:335–341PubMedCrossRefGoogle Scholar
  88. Pohl LR, Bhooshan B, Whittaker NF, Krishna G (1977) Phosgene: a metabolite of chloroform. Biochem Biophys Res Commun 79:684–691PubMedCrossRefGoogle Scholar
  89. Poland AP, Glover E, Robinson JR, Nebert DW (1974) Genetic expression of aryl hydrocarbon hydroxylase activity. Induction of monooxygenase activities and cytochrome P-450 formation by 2,3,7,8-tetrachlorodibenzo-p-dioxin in mice genetically “nonresponsive” to other aromatic hydrocarbons. J Biol Chem 249:5599–5606PubMedGoogle Scholar
  90. Potts AM (1964) Further studies concerning the accumulation of polycyclic compounds on uveal melanin. Invest Ophthalmol 3:399–404PubMedGoogle Scholar
  91. Prohaska JR, Ganther HE (1977) Glutathione peroxidase activity of glutathione-S-transferase purified from rat liver. Biochem Biophys Res Commun 76:437–445CrossRefGoogle Scholar
  92. Reading HW (1970) Biochemistry of retinal dystrophy. J Med Genetics 7:277–284CrossRefGoogle Scholar
  93. Reddy VN, Unakar NJ (1973) Localization of gamma-glutamyl transpeptidase in rabbit lens, ciliary process and cornea. Exp Eye Res 17:405–408PubMedCrossRefGoogle Scholar
  94. Renson J, Weissback H, Udenfriend S (1965) On the mechanism of oxidative cleavage of aryl-alkyl ethers by liver microsomes. Mol Pharmacol 1:145–148PubMedGoogle Scholar
  95. Ross LL, Barber L, Tate SS, Meister A (1973) Enzymes of the gamma-glutamyl cycle in the ciliary body and lens. Proc Nat Acad Sci USA 70:2211–2214PubMedCrossRefGoogle Scholar
  96. Ruchirawa M, Aramphongphan A, Tanphaichitr V, Bandittanukool W (1981) The effect of thiamine deficiency on the metabolism of acetaminophen (paracetamol). Biochem Pharmacol 30:1901–1906CrossRefGoogle Scholar
  97. Sarcione EJ, Stutzman L (1960) A comparison of metabolism of 6-mercaptopurine and its 6-O-methyl analog in the rat. Cancer Res 20:387–392PubMedGoogle Scholar
  98. Schulte EH, Schloot W, Goedde HW (1974) Purification of human liver serotonin-isoniazid N-acetyltransferase by preparative polyacrylamide-electrophoresis and determination of molecular weight. Z Naturforsch 29:661–666Google Scholar
  99. Schwartz JC, Pollard H, Bischoff S, Rehault MC, Verdiere-Sahuque M (1971) Catabolism of 3 H-histamine in the rat brain after intracisternal administration. Eur J Pharmacol 16:326–335PubMedCrossRefGoogle Scholar
  100. Sekura RD, Jakoby WB (1979) Phenol sulfotransferases. J Biol Chem 254:5658–5663PubMedGoogle Scholar
  101. Shargel LD (1969) Influence of electron carrier systems in microsomal metabolism of drugs. Thesis, George Washington UniversityGoogle Scholar
  102. Shen AL, Fahl WE, Wrighton SA, Jefcoate CR (1980) Inhibition of benzo(a)pyrene and benzo(a)pyrene-7,8-dihydrodiol metabolism by benzo(a)pyrene quinones. Cancer Res 39:4123–4129Google Scholar
  103. Shichi H (1969) Microsomal electron transfer system of bovine retinal pigment epithelium. Exp Eye Res 8:60–68PubMedCrossRefGoogle Scholar
  104. Shichi H, Nebert DW (1980) Drug metabolism in ocular tissues. In: Gram TE (ed) Extrahepatic metabolism of drugs and other foreign compounds. SP Medical and Scientific, New York, pp 333–363Google Scholar
  105. Shichi H, Atlas SA, Nebert DW (1975) Genetically regulated aryl hydrocarbon hydroxylase induction in the eye: functional significance of the drug-metabolizing enzyme system for the retinal pigmented epithelium-choroid. Exp Eye Res 21:557–567PubMedCrossRefGoogle Scholar
  106. Shichi H, Tsunematsu Y, Nebert DW (1976) Aryl hydrocarbon hydroxylase induction in retinal pigmented epithelium: possible association of genetic differences in a drug-metabolizing enzyme system with retinal degeneration. Exp Eye Res 23:165–176PubMedCrossRefGoogle Scholar
  107. Shichi H, Gaasterland DE, Jensen NM, Nebert DW (1978) Ah locus: genetic differences in susceptibility to cataracts induced by acetaminophen. Science 200:539–541PubMedCrossRefGoogle Scholar
  108. Shichi H, Tanaka M, Jensen NM, Nebert DW (1980) Genetic differences in cataract and other ocular abnormalities induced by paracetamol and naphthalene. Pharmacology 20:229–241PubMedCrossRefGoogle Scholar
  109. Smith MB (1974) Handbook of ocular pharmacology. Publishing Sciences Group, Acton, MassachusettsGoogle Scholar
  110. Spatz L, Strittmatter P (1973) A form of reduced nicotinamide adenine dinucleotide-cytochrome b5 reductase containing both catalytic site and additional hydrophobic membrane binding segment. J Biol Chem 248:793–799PubMedGoogle Scholar
  111. Stiehl A (1974) Bile salt sulphates in cholestasis. Eur J Clin Invest 4:59–63PubMedCrossRefGoogle Scholar
  112. Tate SS (1980) Enzymes of mercapturic acid formation. In: Jakoby WB (ed) Enzymatic basis of detoxication. Academic, New York, pp 95–120Google Scholar
  113. Tazawa Y, Seaman AJ (1972) The electroretinogram of the living extracorporeal bovine eye. The influence of anoxia and hypothermia. Invest Ophthalmol 11:691–698PubMedGoogle Scholar
  114. Uehleke H, Hellmer KH, Tarabelli S (1973) Binding of 14C-carbon tetrachloride to microsomal proteins in vitro and formation of CHCl3 by reduced liver microsomes. Xenobiotica 3:1–11PubMedCrossRefGoogle Scholar
  115. Ullrich V, Frommer U, Weber P (1973) Differences in the O-dealkylation of 7-ethoxycou-marine after pretreatment with phenobarbital and 3-methylcholanthrene. Hoppe-Seylers Z Physiol Chem 354:514–520PubMedCrossRefGoogle Scholar
  116. Van Dyke RA, Gandolfi AJ (1975) Characterization of a microsomal dechlorination system. Mol Pharmacol 11:809–817PubMedGoogle Scholar
  117. Van Dyke RA, Gandolfi AJ (1976) Anaerobic release of fluoride from halothane. Relationship to the binding of halothane to hepatic cellular constituents. Drug Metab Dispos 4:40–44PubMedGoogle Scholar
  118. Vessey DA (1978) The Biochemical basis for the conjugation of bile acids with either glycine or taurine. Biochem J 174:621–626PubMedGoogle Scholar
  119. Von Jagow G, Sebald W (1980) B-type cytochromes. Ann Rev Biochem 49:281–314CrossRefGoogle Scholar
  120. Weathrill PJ, Burchell B (1978) Reactivation of a pure defective UDP-glucuronosyltrans-ferase from homozygous Gunn ral liver. FEBS Lett 87:207–211CrossRefGoogle Scholar
  121. Webster LJ, Siddiqui UA, Lucas SV, Strong JM, Mieyal JJ (1976) Identification of separate acyl-CoA:glycine and acyl-CoA:L-glutamine N-acyltransferase activities in mitochondrial fractions from liver of rhesus monkey and man. J Biol Chem 251:3352–3358PubMedGoogle Scholar
  122. Weisiger RA, Jakoby WB (1979) Thiol S-methyltransferase from rat liver. Arch Biochem Biophys 196:631–637PubMedCrossRefGoogle Scholar
  123. White RE, Coon MJ (1980) Oxygen activation by cytochrome P-450. Ann Rev Biochem 49:315–356PubMedCrossRefGoogle Scholar
  124. Wilk S, Mizoguchi H, Orlowski M (1978) γ-Glutamyl dopa: a kidney-specific dopamine precursor. J Pharmacol Exp Ther 206:227–232PubMedGoogle Scholar
  125. Williams RT (1959) The metabolism of aromatic amines. Detoxication mechanisms, 2nd edn. Wiley, New YorkGoogle Scholar
  126. Wolf CR, King LJ, Parke DV (1975) Anaerobic dechlorination of trichlorofluoromethane by liver microsomal preparations in vitro. Biochem Soc Trans 3:175–177PubMedGoogle Scholar
  127. Yamashita H, Uyama M, Sears ML (1981) Comparative study by electron microscopy of response to urea between ciliary epithelia of albino and pigmented rabbits. A function of the ciliary pigmented epithelium. Jpn J Ophthalmol 25:313–320Google Scholar
  128. Ziegler DM Mitchell CH (1972) Microsomal oxidase. IV. Properties of a mixed-function amine oxidase isolated from pig liver microsomes. Arch Biochem Biophys 150:116–125PubMedCrossRefGoogle Scholar
  129. Ziegler DM, Pettil FH (1966) Microsomal oxidases. I. The isolation and dialkylarylamine oxygenase activity of pork liver microsomes. Biochemistry 5:2932–2938PubMedCrossRefGoogle Scholar
  130. Ziegler DM, McKee EM, Poulsen LL (1973) Microsomal flavoprotein-catalyzed N-oxidation of arylamines. Drug Metab Dispos 1:314–321PubMedGoogle Scholar
  131. Zimmerman TJ, Leader B, Kaufman HE (1980) Advances in ocular pharmacology. Ann Rev Pharmacol Toxicol 20:415–428CrossRefGoogle Scholar

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  • H. Shichi

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