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Volumn 60, Issue 4, 2000, Pages 517-526

Identification of human cytochrome P450 isoforms that contribute to all-trans-retinoic acid 4-hydroxylation

Author keywords

All trans retinoic acid; CYP2C8; CYP3A4; Cytochrome P450; Induction

Indexed keywords

CYTOCHROME P450 3A4; CYTOCHROME P450 ISOENZYME; FURAFYLLINE; KETOCONAZOLE; PACLITAXEL; RETINOIC ACID; SULFAPHENAZOLE; TROLEANDOMYCIN;

EID: 0034664168     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(00)00356-7     Document Type: Article
Times cited : (133)

References (38)
  • 1
    • 0029794132 scopus 로고    scopus 로고
    • A decade of retinoic acid receptors
    • Chambon P. A decade of retinoic acid receptors. FASEB J. 10:1996;940-954.
    • (1996) FASEB J , vol.10 , pp. 940-954
    • Chambon, P.1
  • 3
    • 0029839230 scopus 로고    scopus 로고
    • Retinoic acid biosynthesis and metabolism
    • Napoli J.L. Retinoic acid biosynthesis and metabolism. FASEB J. 10:1996;993-1001.
    • (1996) FASEB J , vol.10 , pp. 993-1001
    • Napoli, J.L.1
  • 4
    • 0002259767 scopus 로고
    • Retinol and retinoic acid metabolism
    • (Eds. Sporn MB, Roberts AB and Goodman DS). Academic Press, New York
    • Blaner WS and Olson JA, Retinol and retinoic acid metabolism. In: The Retinoids: Biology, Chemistry and Medicine (Eds. Sporn MB, Roberts AB and Goodman DS). Academic Press, New York, 1994.
    • (1994) In: The Retinoids: Biology, Chemistry and Medicine
    • Blaner, W.S.1    Olson, J.A.2
  • 5
    • 0018617393 scopus 로고
    • Retinoid-dependent induction of the in vivo and in vitro metabolism of retinoic acid in tissues of the vitamin A-deficient hamster
    • Roberts A.B., Frolik C.A., Nichols M.D., Sporn M.B. Retinoid-dependent induction of the in vivo and in vitro metabolism of retinoic acid in tissues of the vitamin A-deficient hamster. J Biol Chem. 254:1979;6303-6309.
    • (1979) J Biol Chem , vol.254 , pp. 6303-6309
    • Roberts, A.B.1    Frolik, C.A.2    Nichols, M.D.3    Sporn, M.B.4
  • 6
    • 0018634788 scopus 로고
    • In vitro metabolism of retinoic acid in hamster intestine and liver
    • Roberts A.B., Nichols M.D., Newton D.L., Sporn M.B. In vitro metabolism of retinoic acid in hamster intestine and liver. J Biol Chem. 254:1979;6296-6302.
    • (1979) J Biol Chem , vol.254 , pp. 6296-6302
    • Roberts, A.B.1    Nichols, M.D.2    Newton, D.L.3    Sporn, M.B.4
  • 7
    • 0025089911 scopus 로고
    • Effects of cytochrome P-450 inhibitors on the in vivo metabolism of all-trans-retinoic acid in rats
    • Van Wauwe J.P., Coene M.C., Goossens J., Cools W., Monbaliu J. Effects of cytochrome P-450 inhibitors on the in vivo metabolism of all-trans-retinoic acid in rats. J Pharmacol Exp Ther. 252:1990;365-369.
    • (1990) J Pharmacol Exp Ther , vol.252 , pp. 365-369
    • Van Wauwe, J.P.1    Coene, M.C.2    Goossens, J.3    Cools, W.4    Monbaliu, J.5
  • 9
    • 0030975846 scopus 로고    scopus 로고
    • Induction of cytochrome P450 3A by retinoids in rat hepatocyte
    • Jurima-Romet M., Neigh S., Casley W.L. Induction of cytochrome P450 3A by retinoids in rat hepatocyte. Hum Exp Toxicol. 16:1997;198-203.
    • (1997) Hum Exp Toxicol , vol.16 , pp. 198-203
    • Jurima-Romet, M.1    Neigh, S.2    Casley, W.L.3
  • 10
    • 0027249747 scopus 로고
    • Participation of P450 3A enzymes in rat hepatic microsomal retinoic acid 4-hydroxylation
    • Martini R., Murray M. Participation of P450 3A enzymes in rat hepatic microsomal retinoic acid 4-hydroxylation. Arch Biochem Biophys. 303:1993;57-66.
    • (1993) Arch Biochem Biophys , vol.303 , pp. 57-66
    • Martini, R.1    Murray, M.2
  • 11
    • 0030746211 scopus 로고    scopus 로고
    • CDNA cloning of a human retinoic acid-metabolising enzyme (hP450RAI) identifies a novel family of cytochromes P450 (CYP26)
    • White J.A., Beckett-Jones C., Guo Y.-D., Dilworth F.J., Bonasoro J., Jones G., Petkovich M. cDNA cloning of a human retinoic acid-metabolising enzyme (hP450RAI) identifies a novel family of cytochromes P450 (CYP26). J Biol Chem. 272:1997;18538-18541.
    • (1997) J Biol Chem , vol.272 , pp. 18538-18541
    • White, J.A.1    Beckett-Jones, C.2    Guo, Y.-D.3    Dilworth, F.J.4    Bonasoro, J.5    Jones, G.6    Petkovich, M.7
  • 12
    • 0026536835 scopus 로고
    • Continuous treatment with all-trans retinoic acid causes a progressive reduction in plasma drug concentrations: Implications for relapse and retinoid "resistance" in patients with acute promyelocytic leukaemia
    • Muindi J., Frankel S.R., Millet W.H., Jakubowski A., Scheinberg D.A., Young C.W., Dmitrovsky E., Warrell R.P. Jr. Continuous treatment with all-trans retinoic acid causes a progressive reduction in plasma drug concentrations Implications for relapse and retinoid "resistance" in patients with acute promyelocytic leukaemia . Blood. 79:1992;199-303.
    • (1992) Blood , vol.79 , pp. 199-303
    • Muindi, J.1    Frankel, S.R.2    Millet, W.H.3    Jakubowski, A.4    Scheinberg, D.A.5    Young, C.W.6    Dmitrovsky, E.7    Warrell R.P., Jr.8
  • 13
    • 0028149349 scopus 로고
    • Clinical pharmacology of all-trans retinoic acid
    • Muindi J.R., Young C.W., Warrell R.P. Jr. Clinical pharmacology of all-trans retinoic acid. Leukemia. 11:1994;1807-1812.
    • (1994) Leukemia , vol.11 , pp. 1807-1812
    • Muindi, J.R.1    Young, C.W.2    Warrell R.P., Jr.3
  • 14
    • 0005734960 scopus 로고
    • Syntheses of the major metabolites of (2E,4E,6E,8E)- And (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8- nonatetraenoic acids (retinoic acid and 13-cis-retinoic acid)
    • Aig E., Focella A., Parrish D.R., Rosenberger M., Scott J.W., Zenchoff G.B. Syntheses of the major metabolites of (2E,4E,6E,8E)- and (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8- nonatetraenoic acids (retinoic acid and 13-cis-retinoic acid). Synth Commun. 17:1987;419-429.
    • (1987) Synth Commun , vol.17 , pp. 419-429
    • Aig, E.1    Focella, A.2    Parrish, D.R.3    Rosenberger, M.4    Scott, J.W.5    Zenchoff, G.B.6
  • 15
    • 0019964452 scopus 로고
    • Metabolism of retinoic acid in vivo in the vitamin A-deficient rat
    • Silva D.P. Jr, DeLuca H.F. Metabolism of retinoic acid in vivo in the vitamin A-deficient rat. Biochem J. 206:1982;33-41.
    • (1982) Biochem J , vol.206 , pp. 33-41
    • Silva D.P., Jr.1    Deluca, H.F.2
  • 16
    • 0014949207 scopus 로고
    • Cleavage of structural proteins during the assembly of the head of bacteriophage T7
    • Laemmli U.K. Cleavage of structural proteins during the assembly of the head of bacteriophage T7. Nature. 227:1970;680-685.
    • (1970) Nature , vol.227 , pp. 680-685
    • Laemmli, U.K.1
  • 17
    • 78651165715 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes
    • Omura T., Sato R. The carbon monoxide-binding pigment of liver microsomes. J Biol Chem. 239:1964;2370-2385.
    • (1964) J Biol Chem , vol.239 , pp. 2370-2385
    • Omura, T.1    Sato, R.2
  • 18
    • 0026582870 scopus 로고
    • Comparison of a novel thin-layer chromatographic-fluorescence detection method with a spectrofluorometric method for the determination of 7-hydroxycoumarin in human urine
    • Cholerton S., Idle M.E., Vas A., Gonzalez F.J., Idle J.R. Comparison of a novel thin-layer chromatographic-fluorescence detection method with a spectrofluorometric method for the determination of 7-hydroxycoumarin in human urine. J Chromatogr. 575:1992;325-330.
    • (1992) J Chromatogr , vol.575 , pp. 325-330
    • Cholerton, S.1    Idle, M.E.2    Vas, A.3    Gonzalez, F.J.4    Idle, J.R.5
  • 19
    • 0027264432 scopus 로고
    • Cytochrome P450TB (CYP2C): A major monooxygenase catalyzing diclofenac 4′-hydroxylation in human liver
    • Leeman T., Transon C., Dayer P. Cytochrome P450TB (CYP2C) A major monooxygenase catalyzing diclofenac 4′-hydroxylation in human liver . Life Sci. 52:1993;29-34.
    • (1993) Life Sci , vol.52 , pp. 29-34
    • Leeman, T.1    Transon, C.2    Dayer, P.3
  • 20
    • 0017363296 scopus 로고
    • Characteristics of a microsomal cytochrome P-448-mediated reaction
    • Burke M.D., Prough A., Mayer R.T. Characteristics of a microsomal cytochrome P-448-mediated reaction. Drug Metab Dispos. 5:1977;1-8.
    • (1977) Drug Metab Dispos , vol.5 , pp. 1-8
    • Burke, M.D.1    Prough, A.2    Mayer, R.T.3
  • 21
    • 0026324040 scopus 로고
    • Bufuralol, dextromethorphan and debrisoquine as prototype substrates for human P450IID6
    • Kronbach T. Bufuralol, dextromethorphan and debrisoquine as prototype substrates for human P450IID6. Methods Enzymol. 206:1991;509-516.
    • (1991) Methods Enzymol , vol.206 , pp. 509-516
    • Kronbach, T.1
  • 23
    • 0018876924 scopus 로고
    • Metabolism of all-trans-retinoic acid in hamster liver microsomes: Oxidation of 4-hydroxy- To 4-keto-retinoic acid
    • Roberts A.B., Lamb L.C., Sporn M.B. Metabolism of all-trans-retinoic acid in hamster liver microsomes Oxidation of 4-hydroxy- to 4-keto-retinoic acid . Arch Biochem Biophys. 199:1980;374-383.
    • (1980) Arch Biochem Biophys , vol.199 , pp. 374-383
    • Roberts, A.B.1    Lamb, L.C.2    Sporn, M.B.3
  • 25
    • 0028174881 scopus 로고
    • Evaluation of triacetyloleandomycin, α-naphthoflavone and diethyldithiocarbamate as selective chemical probes for inhibition of human cytochromes P450
    • Chang T.K., Gonzalez F.J., Waxman D.J. Evaluation of triacetyloleandomycin, α-naphthoflavone and diethyldithiocarbamate as selective chemical probes for inhibition of human cytochromes P450. Arch Biochem Biophys. 311:1994;437-442.
    • (1994) Arch Biochem Biophys , vol.311 , pp. 437-442
    • Chang, T.K.1    Gonzalez, F.J.2    Waxman, D.J.3
  • 26
    • 0028036727 scopus 로고
    • Selective biotransformation of taxol to 6α-hydroxytaxol by human cytochrome P450 2C8
    • Rahman A., Korzekwa K.R., Grogan J., Gonzalez F.J., Harris J.W. Selective biotransformation of taxol to 6α-hydroxytaxol by human cytochrome P450 2C8. Cancer Res. 54:1994;5543-5546.
    • (1994) Cancer Res , vol.54 , pp. 5543-5546
    • Rahman, A.1    Korzekwa, K.R.2    Grogan, J.3    Gonzalez, F.J.4    Harris, J.W.5
  • 27
    • 0028237729 scopus 로고
    • Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and 30 Caucasians
    • Shimada T., Yamazaki H., Mimura M., Inui Y., Guengerich F.P. Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals Studies with liver microsomes of 30 Japanese and 30 Caucasians . J Pharmacol Exp Ther. 270:1994;414-423.
    • (1994) J Pharmacol Exp Ther , vol.270 , pp. 414-423
    • Shimada, T.1    Yamazaki, H.2    Mimura, M.3    Inui, Y.4    Guengerich, F.P.5
  • 28
    • 0033213785 scopus 로고    scopus 로고
    • Participation of CYP2C8 in retinoic acid 4-hydroxylation in human hepatic microsomes
    • Nadin L., Murray M. Participation of CYP2C8 in retinoic acid 4-hydroxylation in human hepatic microsomes. Biochem Pharmacol. 58:1999;1201-1208.
    • (1999) Biochem Pharmacol , vol.58 , pp. 1201-1208
    • Nadin, L.1    Murray, M.2
  • 30
    • 0027264759 scopus 로고
    • The effects of inducing agents on cytochrome P450 and UDP-glucuronyltransferase activities in human HepG2 hepatoma cells
    • Doostdar H., Grant M.H., Melvin W.T., Wolf C.R., Burke M.D. The effects of inducing agents on cytochrome P450 and UDP-glucuronyltransferase activities in human HepG2 hepatoma cells. Biochem Pharmacol. 46:1993;629-635.
    • (1993) Biochem Pharmacol , vol.46 , pp. 629-635
    • Doostdar, H.1    Grant, M.H.2    Melvin, W.T.3    Wolf, C.R.4    Burke, M.D.5
  • 32
    • 0031657550 scopus 로고    scopus 로고
    • Retinoic acid receptors regulate expression of retinoic acid 4-hydroxylase that specifically inactivates all-trans retinoic acid in human keratinocyte HaCaT cells
    • Marikar Y., Wang Z., Duell E.A., Petkovich M., Voorhees J.J., Fisher G.J. Retinoic acid receptors regulate expression of retinoic acid 4-hydroxylase that specifically inactivates all-trans retinoic acid in human keratinocyte HaCaT cells. J Invest Dermatol. 111:1998;434-439.
    • (1998) J Invest Dermatol , vol.111 , pp. 434-439
    • Marikar, Y.1    Wang, Z.2    Duell, E.A.3    Petkovich, M.4    Voorhees, J.J.5    Fisher, G.J.6
  • 33
    • 0030810985 scopus 로고    scopus 로고
    • CYP26, a novel mammalian cytochrome P450, is induced by retinoic acid and defines a new family
    • Ray W.J., Bain G., Yao M., Gottlieb D.I. CYP26, a novel mammalian cytochrome P450, is induced by retinoic acid and defines a new family. J Biol Chem. 272:1997;18702-18708.
    • (1997) J Biol Chem , vol.272 , pp. 18702-18708
    • Ray, W.J.1    Bain, G.2    Yao, M.3    Gottlieb, D.I.4
  • 34
    • 0025654629 scopus 로고
    • Determination of retinoids in plasma by high-performance liquid chromatography and automated column switching
    • Wyss R. Determination of retinoids in plasma by high-performance liquid chromatography and automated column switching. Methods Enzymol. 189:1990;146-155.
    • (1990) Methods Enzymol , vol.189 , pp. 146-155
    • Wyss, R.1
  • 36
    • 0032897280 scopus 로고    scopus 로고
    • Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil
    • Tracy T.S., Korzekwa K.R., Gonzalez F.J., Wainer I.W. Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil. Br J Clin Pharmacol. 47:1999;545-552.
    • (1999) Br J Clin Pharmacol , vol.47 , pp. 545-552
    • Tracy, T.S.1    Korzekwa, K.R.2    Gonzalez, F.J.3    Wainer, I.W.4
  • 37
    • 0032998551 scopus 로고    scopus 로고
    • Effects of arachidonic acid, prostaglandins, retinol, retinoic acid and cholecalciferol on xenobiotic oxidations catalysed by human cytochrome P450 enzymes
    • Yamazaki H., Shimada T. Effects of arachidonic acid, prostaglandins, retinol, retinoic acid and cholecalciferol on xenobiotic oxidations catalysed by human cytochrome P450 enzymes. Xenobiotica. 29:1999;231-241.
    • (1999) Xenobiotica , vol.29 , pp. 231-241
    • Yamazaki, H.1    Shimada, T.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.