Bile pigment metabolism

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liver disease, Gastroenterology, 61, 733, 10.1016/S0016-5085(19)33437-7 Bernstein, 1966, Hepatic intracellular distribution of tritiumlabeled unconjugated and conjugated bilirubin in normal and Gunn rats, Journal of Clinical Investigation, 45, 1194, 10.1172/JCI105425 Berry, 1974, Coupled transglucuronidation: A new tool for studying the latency of UDP-glucuronyltransferase, FEBS Letters, 42, 73, 10.1016/0014-5793(74)80282-6 Bissell, 1986, Heme catabolism and bilirubin formation, 133 Blanckaert, 1980, Analysis of bilirubin and bilirubin mono- and diconjugates, 185, 115 Blanckaert, 1982, Physiology and pathophysiology of bilirubin metabolism, 246 Blanckaert, 1977, Comparison of the biliary excretion of the four isomers of bilirubin-IX in Wistar and homozygous Gunn rats, Biochemical Journal, 164, 229, 10.1042/bj1640229 Blanckaert, 1978, The fate of bilirubin-IXα glucuronide in cholestasis and during storage in vitro, 171, 203 Blanckaert, 1980, Measurement of bilirubin and its mono-conjugates and diconjugates in human serum by alkaline methanolysis and high performance liquid chromatography, Journal of Laboratory and Clinical Medicine, 96, 198 Blanckaert, 1986, Measurements of bilirubin-protein conjugates in serum and application to human and rat sera, Journal of Laboratory and Clinical Medicine, 108, 77 Blauer, 1970, Interaction of bilirubin with bovine serum albumin in aqueous solution, Journal of Biological Chemistry, 245, 372, 10.1016/S0021-9258(18)63402-7 Bonnett, 1976, The structure of bilirubin, 202, 249 Boyer, 1986, Covalent labeling of the nonsubstrate ligand-binding site of glutathione S-transferases with bilirubin-Woodward's reagent K, Journal of Biological Chemistry, 261, 5363, 10.1016/S0021-9258(19)57223-4 Brodersen, 1982, Physical chemistry of bilirubin: binding to macromolecules and membranes, 75 Brodersen, 1986, Aqueous solubility, albumin binding, and tissue distribution of bilirubin, 157 Brown, 1964, Intracellular distribution of tritiated bilirubin during hepatic uptake and excretion, American Journal of Physiology, 207, 1237, 10.1152/ajplegacy.1964.207.6.1237 Burchell, 1987, Genetic deficiency of bilirubin glucuronidation in rats and humans, Molecular Aspects of Medicine, 9, 429, 10.1016/0098-2997(87)90007-0 Caldwell, 1982, The formation of β-glucuronidase resistant glucuronides by the intramolecular rearrangement of glucuronic acid conjugates at mild alkaline pH, Biochemical Pharmacology, 31, 953, 10.1016/0006-2952(82)90326-4 Cardenas-Vasquez, 1986, Enzymic oxidation of unconjugated bilirubin by rat liver, Biochemical Journal, 236, 625, 10.1042/bj2360625 Chowdhury, 1986, Isolation and characterization of multiple forms of rat liver UDP-glucuronate glucuronosyltransferase, Biochemical Journal, 233, 827, 10.1042/bj2330827 Chowdhury, 1986, Substrates and products of purified rat liver bilirubin UDP-glucuronosyltransferase, Hepatology, 6, 123, 10.1002/hep.1840060124 Chowdhury, 1987, Isolation of multiple normal and functionally defective forms of uridine diphosphate-glucuronosyltransferase from inbred Gunn rats, Journal of Clinical Investigation, 79, 327, 10.1172/JCI112816 Compernolle, 1978, Glucuronic acid conjugates of bilirubin-IXα glucuronide in cholestasis and during storage in vitro, 171, 185 Compernolle, 1978, Rearranged glucuronic acid conjugates of bilirubin-IXα in post-obstructive bile, 5, 453 Crawford, 1987, Hepatic disposition and biliary excretion of bilirubin and bilirubin glucuronides in intact rats, 79, 1172 Cuypers, 1984, UDP-glucuronosyltransferase-catalyzed deconjugation of bilirubin monoglucuronide, Hepatology, 4, 918, 10.1002/hep.1840040522 Elder, 1972, Bile pigment fate in gastrointestinal tract, 9, 71 Erickson, 1978, Preparation and properties of a phospholipid-free form of microsomal UDP-glucuronyltransferase, Biochemistry, 17, 3706, 10.1021/bi00611a005 Falany, 1983, Separation, purification and characterisation of three isoenzymes of UDP-glucuronyltransferase from rat liver microsomes, Archives of Biochemistry and Biophysics, 227, 248, 10.1016/0003-9861(83)90368-5 Faerch, 1975, Determination of association and dissociation rat constants for bilirubin-bovine serum albumin, Archives of Biochemistry and Biophysics, 168, 351, 10.1016/0003-9861(75)90263-5 Fevery, 1967, Hyperbilirubinemia: significance of the ratio between direct-reacting and total bilirubin, Clinica Chimica Acta, 17, 73, 10.1016/0009-8981(67)90098-8 Fevery, 1972, Enzymic transfer of glucose and xylose from uridine diphosphate glucose and uridine diphosphate xylose to bilirubin by untreated and digitonin-activated preparations from rat liver, Biochemical Journal, 129, 619, 10.1042/bj1290619 Fevery, 1972, Bilirubin conjugates in bile of man and rats in the normal state and in liver disease, Journal of Clinical Investigation, 51, 2484, 10.1172/JCI107062 Fevery, 1976, Properties of bilirubin UDP-glycosyltransferases, Frontiers of Gastrointestinal Research, 2, 243, 10.1159/000398598 Fevery, 1977, Comparison in different species of biliary bilirubin-IXα conjugates with the activities of hepatic and renal bilirubinIXa-uridine diphosphate glycosyltransferases, Biochemical Journal, 164, 737, 10.1042/bj1640737 Forker, 1983, Albumin-mediated transport of rose bengal by perfused rat liver, 72, 1764 Forker, 1985, Effects of unstirred Disse fluid, nonequilibrium binding, and surface mediated dissociation on hepatic removal of albumin-bound organic anions, American Journal of Physiology, 248, 709 Foulk, 1959, Constitutional hepatic dysfunction (Gilbert's disease): its natural history and related syndromes, Medicine, 38, 25, 10.1097/00005792-195902000-00002 Gollan, 1985, Bilirubin metabolism and hyperbilirubinaemic disorders, 302 Gonzalez, 1985, Heterogeneity of rabbit hepatocytes for bile secretion after acinar zone 3 damage induced by bromobenzene, Biochemical Pharmacology, 34, 507, 10.1016/0006-2952(85)90181-9 Goresky, 1974, The enhancement of maximal bilirubin excretion with taurocholate-induced increments in bile flow, Canadian Journal of Physiology, 52, 389, 10.1139/y74-055 Hallinan, 1981, Topology of endoplasmic reticular enzyme systems and its possible regulatory significance, Hormones and Cell Regulation, 5, 73 Hardison, 1981, Nature of bile acid maximum secretory rate in the rat, American Journal of Physiology, 241, G337 Hasegawa, 1982, Apparent intramolecular acyl migration of zomepirac glucuronide, Drug Metabolism and Disposition, 10, 469 Heirwegh, 1988, Liposomes as carriers of poorly water-soluble substrates: linear modelling of membrane systems with catalytic or binding sites of different facedness, 254, 101 Inoue, 1985, Metabolism and transport of amphiphatic molecules in analbuminemic rats and human subjects, Hepatology, 5, 892, 10.1002/hep.1840050531 Jakoby, 1984, Glutathione transferases: nomenclature, Biochemical Pharmacology, 33, 2539, 10.1016/0006-2952(84)90621-X Jansen, 1985, Hereditary chronic conjugated hyperbilirubinemia in mutant rats caused by defective hepatic anion transport, Hepatology, 5, 573, 10.1002/hep.1840050408 Kaplan, 1983, Increased synthesis of rat liver alkaline phosphatase by bile duct ligation, Hepatology, 3, 368, 10.1002/hep.1840030315 Klaassen, 1970, Plasma disappearance and biliary excretion of sulfobromophthalein and phenol-3, 6-dibromophthalein disulfonate after microsomal enzyme induction, Biochemical Pharmacology Experimental Therapy, 19, 1241, 10.1016/0006-2952(70)90039-0 Kotyk, 1970, Cell Membrane Transport Principles and Techniques, 55 Kutty, 1988, Rat liver cytochrome P-450b, P-420b, and P-420c are degraded to biliverdin by heme oxygenase, Archives of Biochemistry and Biophysics, 260, 638, 10.1016/0003-9861(88)90492-4 Lamont, 1983, Mucin glycoprotein content of human pigment gallstones, Hepatology, 3, 377, 10.1002/hep.1840030316 Landöw, 1970, Catabolism of heme in vivo: comparison of the simultaneous production of bilirubin and carbon monoxide, Journal of Clinical Investigation, 49, 914, 10.1172/JCI106311 Lauff, 1981, Separation of bilirubin species in serum and bile by high performance liquid chromatography, Journal of Chromatography, 226, 391, 10.1016/S0378-4347(00)86073-9 Lester, 1963, Intestinal absorption of bile pigments, 269, 178 Lester, 1965, Intestinal absorption of bile pigments, 272, 939 Levi, 1970, Deficiency of hepatic organic anion-binding protein impaired organic anion uptake by liver and ‘physiologic’ jaundice in newborn monkeys, New England Journal of Medicine, 283, 1136, 10.1056/NEJM197011192832104 Lightner, 1982, Structure photochemistry and organic chemistry of bilirubin, Volume I, 1 Maines, 1988, Heme oxygenase: function, multiplicity, regulatory mechanisms, and clinical applications, FASEB Journal, 2, 2557, 10.1096/fasebj.2.10.3290025 Malet, 1988, Quantitative infrared spectroscopy of common bile duct gallstones, Gastroenterology, 94, 1217, 10.1016/0016-5085(88)90015-7 McDonagh, 1981, Reduction of biliverdin and placental transfer of bilirubin and biliverdin in the pregnant Guinea pig, Biochemical Journal, 194, 273, 10.1042/bj1940273 McDonagh, 1984, Origin of mammalian biliprotein and rearrangement of bilirubin glucuronides in vivo in the rat, Journal of Clinical Investigation, 74, 763, 10.1172/JCI111492 Meier, 1984, Mechanisms of taurocholate transport in canalicular and basolateral rat liver plasma membrane vesicles: evidence for an electrogenic canalicular organic anion carrier, Journal of Biological Chemistry, 259, 10614, 10.1016/S0021-9258(18)91006-9 Mesa, 1985, Effects of ioglycamide on the hepatic transport of bilirubin and its mono- and diconjugates in the rat, Hepatology, 5, 600, 10.1002/hep.1840050413 Mesa, 1987, Increase in the ratio of bilirubin di- to mono conjugates (BDC: BMC) in bile and serum constitutes a sensitive marker of cholestasis in rats, Journal of Hepatology, 15, S168 Meuwissen, 1982, Aspects of bilirubin transport, Volume II, 39 Muraca, 1983, Liquid-chromatographic assay and identification of mono-and diester conjugates of bilirubin in normal serum, Clinical Chemistry, 29, 1767, 10.1093/clinchem/29.10.1767 Muraca, 1984, Influence of sex and sex steroids on bilirubin uridine diphosphateglucuronosyltransferase activity of rat liver, Gastroenterology, 87, 308, 10.1016/0016-5085(84)90705-4 Muraca, 1987, Relationships between serum bilirubin and production and conjugation of bilirubin, 92, 309 Noguchi, 1979, Purification and properties of biliverdin reductases from pig spleen and rat liver, Journal of Biochemistry, 86, 833, 10.1093/oxfordjournals.jbchem.a132615 Nosslin, 1960, The direct diazo reaction of bile pigments in serum, 12 O'Carra, 1976, Heme cleavage: biological systems and chemical analogies Onishi, 1986, Metabolism of bilirubin and its photoisomers in newborn infants during phototherapy, Journal of Biochemistry, 100, 789, 10.1093/oxfordjournals.jbchem.a121772 Ostrow, 1986, Bile Pigments and Jaundice Perez, 1985, Translocation of UDP-N-acetylglucosamine into vesicles derived from rat liver rough endoplasmic reticulum and Golgi apparatus, Journal of Biological Chemistry, 260, 4671, 10.1016/S0021-9258(18)89122-0 Perez, 1986, Topography of glycosylation reactions in the rough endoplasmic reticulum membrane, Journal of Biological Chemistry, 261, 6822, 10.1016/S0021-9258(19)62689-X Pett, 1987, Crigler-Najjar syndrome type I and II. Clinical experience-King's college hospital 1972–1978, 9, 473 Poland, 1971, Physiologic jaundice: the enterohepatic circulation of bilirubin, New England Journal of Medicine, 284, 1, 10.1056/NEJM197101072840101 Rege, 1984, Validation of infrared spectroscopy for assessment of vinyl polymers of bile-pigment gallstones, Biochemical Journal, 224, 871, 10.1042/bj2240871 Reichen, 1981, Binding of unconjugated and conjugated sulfobromophthalein to rat liver plasma membrane fractions in vitro, Biochimica et Biophysica Acta, 640, 298, 10.1016/0005-2736(81)90554-X Robinson, 1972, Formation of bilirubin from erythroid and non-erythroid sources, 9, 43 Rosenthal, 1984, Differentiation of Rotor syndrome from Dubin-Johnson syndrome by fractionation of serum bilirubins, Hepatology, 4, 1026 Scharschmidt, 1978, The micellar sink, 62, 1122 Scharschmidt, 1975, Hepatic organic anion uptake in the rat, Journal of Clinical Investigation, 56, 1280, 10.1172/JCI108204 Scharschmidt, 1982, Measurement of serum bilirubin and its mono- and diconjugates: application to patients with hepatobiliary disease, Gut, 23, 643, 10.1136/gut.23.8.643 Scragg, 1985, Congenital jaundice in rats is due to the absence of hepatic bilirubin UDP-glucuronyltransferase enzyme protein, FEBS Letters, 183, 37, 10.1016/0014-5793(85)80949-2 Shupeck, 1978, Studies of the kinetics of purified conjugated bilirubin 3H in the rat, American Journal of Gastroenterology, 70, 259 Sieg, 1982, Uridine diphosphate-glucuronic acid-independent conversion of bilirubin monoglucuronides to diglucuronide in presence of plasma membranes from rat liver is nonenzymic, Journal of Clinical Investigation, 69, 347, 10.1172/JCI110458 Smith, 1986, Irreversible binding of zomepirac to plasma protein in vitro and in vivo, Journal of Clinical Investigation, 77, 934, 10.1172/JCI112392 Sorrentino, 1987, The hepatocellular uptake of bilirubin: current concepts and controversies, Molecular Aspects of Medicine, 9, 405, 10.1016/0098-2997(87)90006-9 Sorrentino, 1988, At physiologic albumin (A) concentrations hepatocellular oleate (0) uptake is driven by the equilibrium unbound 0 concentration, Gastroenterology, 94, A593 Stocker, 1987, Bilirubin is an antioxidant of possible physiological importance, Science, 235, 1043, 10.1126/science.3029864 Stremmel, 1983, Studies of albumin binding to rat liver plasma membranes: implications for the albumin receptor hypothesis, Biochimica et Biophysica Acta, 756, 20, 10.1016/0304-4165(83)90019-3 Suzuki, 1988, Role of high-density lipoprotein in transport of circulating bilirubin in rats, Journal of Biological Chemistry, 263, 5037, 10.1016/S0021-9258(18)60675-1 Theilmann, 1984, Does Z-protein have a role in transport of bilirubin and bromosulfophthalein by isolated perfused rat liver?, Hepatology, 4, 923, 10.1002/hep.1840040523 Trotman, 1982, Pigment gallstone disease: summary of the National Institutes of Health International Workshop, Hepatology, 2, 879, 10.1002/hep.1840020624 Van Hootegem, 1985, Serum bilirubins in hepatobiliary disease: Comparison with other liver function tests and changes in the post obstructive period, Hepatology, 5, 112, 10.1002/hep.1840050123 Vanstapel, 1987, On the binding of bilirubin and its structural analogs to hepatic microsomal bilirubin UDP-glucuronyltransferase, Biochemistry, 26, 6074, 10.1021/bi00393a020 Vanstapel, 1987, Endogenous esterification of bilirubin by liver microsomes, 262, 4616 Vanstapel, 1988, Topology and regulation of bilirubin UDP-glucuronosyltransferase in sealed native microsomes from rat liver, Archives of Biochemistry and Biophysics, 263, 216, 10.1016/0003-9861(88)90630-3 Van Steenbergen, 1987, Effects of UDP-glucuronyltransferase and of bile flow on hepatic transport of bilirubin; in vivo and in vitro study in the rat Vessey, 1978, Are glucuronidation reactions compartmented?, 247 von Dippe, 1986, Purification and reconstitution of the bile acid transport system from hepatocyte sinusoidal plasma membranes, Biochimica et Biophysica Acta, 862, 352, 10.1016/0005-2736(86)90238-5 Watson, 1969, The in vitro conversion of bile pigments to urobilinoids by rat clostridia as compared with the human fecal flora, Biochemical Medicine, 2, 461, 10.1016/0006-2944(69)90049-0 Weisiger, 1985, Dissociation from albumin: a potentially rate-limiting step in the clearance of substances by the liver, 82, 1563 Weisiger, 1982, The roles of albumin in hepatic uptake processes, Volume VII, 71 Weisiger, 1984, Effect of albumin binding on extraction of sulfobromophthalein by perfused elsmobranch liver: evidence for dissociation limited uptake, Hepatology, 4, 492, 10.1002/hep.1840040323 Weiss, 1983, The clinical importance of a protein-bound fraction of serum bilirubin in patients with hyperbilirubinemia, New England Journal of Medicine, 309, 147, 10.1056/NEJM198307213090305 Wells, 1987, Interactions between oxaprozin glucuronide and albumin, Xenobiotica, 17, 1437, 10.3109/00498258709044004 Wheeler, 1972, Biliary excretion of lecithin and cholesterol in dogs, Journal of Clinical Investigation, 51, 1337, 10.1172/JCI106930 Wishart, 1978, Functional heterogeneity of UDP-glucuronyltransferase as indicated by its differential development and inducibility by glucocorticoids, 174, 485 Wolkoff, 1973, Inheritance of the Dubin-Johnson syndrome, New England Journal of Medicine, 288, 113, 10.1056/NEJM197301182880301 Wolkoff, 1976, Rotor's syndrome: a distinct pathophysiologic entity, American Journal of Medicine, 60, 173, 10.1016/0002-9343(76)90426-5 Wolkoff, 1979, The multiple roles of the glutathione transferases (ligandins), volume XI, 213 Wolkoff, 1979, Role of ligandin in transfer of bilirubin from plasma into liver, American Journal of Physiology, 236, E638 Wu, 1984, Bilirubin analysis-the state of the art and future prospects, Clinical Biochemistry, 17, 221, 10.1016/S0009-9120(84)90101-2 Yokosuka, 1987, Enzymatic oxidation of bilirubin by intestinal mucosa, Biochimica et Biophysica Acta, 923, 268, 10.1016/0304-4165(87)90013-4