Expression profiles of phases 1 and 2 metabolizing enzymes in human skin and the reconstructed skin models Episkin™ and full thickness model from Episkin™

Journal of Steroid Biochemistry and Molecular Biology

Volumn 116, Issue 3-5, 2009, Pages 178-186

  Luu The, Van ^a   Duche, Daniel ^b   Ferraris, Corinne ^b   Meunier, Jean Roch ^b   Leclaire, Jacques ^b   Labrie, Fernand ^a  

^a Université Laval   (Canada)

^b L ORÉAL RECHERCHE   (France)

Author keywords

Cytochrome P450; Episkin; Expression profile; Human skin; Metabolizing enzymes; Phase 1 enzymes; Phase 2 enzymes; Reconstructed skin

Indexed keywords

ACYLTRANSFERASE; ARACHIDONIC ACID; CATECHOL METHYLTRANSFERASE; CHOLESTEROL; COLECALCIFEROL; CYTOCHROME P450; DRUG METABOLIZING ENZYME; FLAVIN MONOOXYGENASE; GLUTATHIONE TRANSFERASE P1; ICOSATRIENOIC ACID; LEUKOTRIENE; MESSENGER RNA; PROSTAGLANDIN; STEROID SULFOTRANSFERASE; SULFOTRANSFERASE; UNCLASSIFIED DRUG; UNSPECIFIC MONOOXYGENASE; XENOBIOTIC AGENT;

ADULT; ARTICLE; ARTIFICIAL SKIN; CONTROLLED STUDY; DERMIS; DETOXIFICATION; EPIDERMIS; FEMALE; HUMAN; HUMAN TISSUE; PROTEIN EXPRESSION; REAL TIME POLYMERASE CHAIN REACTION; RNA EXTRACTION; STEROID METABOLISM;

ADOLESCENT; ADULT; EPIDERMIS; FEMALE; GENE EXPRESSION PROFILING; HUMANS; KERATINOCYTES; MIDDLE AGED; RNA, MESSENGER; SKIN; STEROIDS; TISSUE ENGINEERING; XENOBIOTICS; YOUNG ADULT;

ANIMALIA;

EID: 67650658749     PISSN: 09600760     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jsbmb.2009.05.011     Document Type: Article

References (69)

1. Kao J., and Carver M.P. Cutaneous metabolism of xenobiotics. Drug Metab. Rev. 22 4 (1990) 363-410
2. Baron J.M., Holler D., Schiffer R., Frankenberg S., Neis M., Merk H.F., and Jugert F.K. Expression of multiple cytochrome p450 enzymes and multidrug resistance-associated transport proteins in human skin keratinocytes. J. Invest. Dermatol. 116 4 (2001) 541-548
3. Yengi L.G., Xiang Q., Pan J., Scatina J., Kao J., Ball S.E., Fruncillo R., Ferron G., and Roland Wolf C. Quantitation of cytochrome P450 mRNA levels in human skin. Anal. Biochem. 316 1 (2003) 103-110
4. Tinois E., Tiollier J., Gaucherand M., Dumas H., Tardy M., and Thivolet J. In vitro and post-transplantation differentiation of human keratinocytes grown on the human type IV collagen film of a bilayered dermal substitute. Exp. Cell. Res. 193 2 (1991) 310-319
5. Botham P.A. The validation of in vitro methods for skin irritation. Toxicol. Lett. 149 1-3 (2004) 387-390
6. Luu-The V., Paquet N., Calvo E., and Cumps J. Improved real-time RT-PCR method for high-throughput measurements using second derivative calculation and double correction. Biotechniques 38 2 (2005) 287-293
7. Warrington J.A., Nair A., Mahadevappa M., and Tsyganskaya M. Comparison of human adult and fetal expression and identification of 535 housekeeping/maintenance genes. Physiol. Genomics 2 3 (2000) 143-147
8. Dufort I., Rheault P., Huang X.F., Soucy P., and Luu-The V. Characteristics of a highly labile human type 5 17beta-hydroxysteroid dehydrogenase. Endocrinology 140 2 (1999) 568-574
9. Luu-The V., Pelletier G., and Labrie F. Quantitative appreciation of steroidogenic gene expression in mouse tissues: new roles for type 2 5alpha-reductase, 20alpha-hydroxysteroid dehydrogenase and estrogen sulfotransferase. J. Steroid Biochem. Mol. Biol. 93 2-5 (2005) 269-276
10. Luu-The V., Ferraris C., Duche D., Belanger P., Leclaire J., and Labrie F. Steroid metabolism and profile of steroidogenic gene expression in Episkin: high similarity with human epidermis. J. Steroid Biochem. Mol. Biol. 107 1-2 (2007) 30-36
11. Poupko J.M., Radomski J.L., and Hearn W.L. Bovine bladder mucosa microsomal cytochrome P-450 and 4-aminobiphenyl N-hydroxylase activity. Cancer Res. 41 4 (1981) 1306-1310
12. Vanderslice R.R., Boyd J.A., Eling T.E., and Philpot R.M. The cytochrome P-450 monooxygenase system of rabbit bladder mucosa: enzyme components and isozyme 5-dependent metabolism of 2-aminofluorene. Cancer Res. 45 11 Pt 2 (1985) 5851-5858
13. Imaoka S., Hiroi T., Tamura Y., Yamazaki H., Shimada T., Komori M., Degawa M., and Funae Y. Mutagenic activation of 3-methoxy-4-aminoazobenzene by mouse renal cytochrome P450 CYP4B1: cloning and characterization of mouse CYP4B1. Arch. Biochem. Biophys. 321 1 (1995) 255-262
14. Imaoka S., Yoneda Y., Matsuda T., Degawa M., Fukushima S., and Funae Y. Mutagenic activation of urinary bladder carcinogens by CYP4B1 and the presence of CYP4B1 in bladder mucosa. Biochem. Pharmacol. 54 6 (1997) 677-683
15. Zheng Y.M., Fisher M.B., Yokotani N., Fujii-Kuriyama Y., and Rettie A.E. Identification of a meander region proline residue critical for heme binding to cytochrome P450: implications for the catalytic function of human CYP4B1. Biochemistry 37 37 (1998) 12847-12851
16. Imaoka S., Hayashi K., Hiroi T., Yabusaki Y., Kamataki T., and Funae Y. A transgenic mouse expressing human CYP4B1 in the liver. Biochem. Biophys. Res. Commun. 284 3 (2001) 757-762
17. Abu-Abed S., MacLean G., Fraulob V., Chambon P., Petkovich M., and Dolle P. Differential expression of the retinoic acid-metabolizing enzymes CYP26A1 and CYP26B1 during murine organogenesis. Mech. Dev. 110 1-2 (2002) 173-177
18. White J.A., Ramshaw H., Taimi M., Stangle W., Zhang A., Everingham S., Creighton S., Tam S.P., Jones G., and Petkovich M. Identification of the human cytochrome P450, P450RAI-2, which is predominantly expressed in the adult cerebellum and is responsible for all-trans-retinoic acid metabolism. Proc. Natl. Acad. Sci. U.S.A. 97 12 (2000) 6403-6408
19. Li-Hawkins J., Lund E.G., Bronson A.D., and Russell D.W. Expression cloning of an oxysterol 7alpha-hydroxylase selective for 24-hydroxycholesterol. J. Biol. Chem. 275 22 (2000) 16543-16549
20. Wu S., Moomaw C.R., Tomer K.B., Falck J.R., and Zeldin D.C. Molecular cloning and expression of CYP2J2, a human cytochrome P450 arachidonic acid epoxygenase highly expressed in heart. J. Biol. Chem. 271 7 (1996) 3460-3468
21. King L.M., Gainer J.V., David G.L., Dai D., Goldstein J.A., Brown N.J., and Zeldin D.C. Single nucleotide polymorphisms in the CYP2J2 and CYP2C8 genes and the risk of hypertension. Pharmacogenet. Genomics 15 1 (2005) 7-13
22. Bylund J., Hidestrand M., Ingelman-Sundberg M., and Oliw E.H. Identification of CYP4F8 in human seminal vesicles as a prominent 19-hydroxylase of prostaglandin endoperoxides. J. Biol. Chem. 275 29 (2000) 21844-21849
23. Bylund J., Bylund M., and Oliw E.H. cDna cloning and expression of CYP4F12, a novel human cytochrome P450. Biochem. Biophys. Res. Commun. 280 3 (2001) 892-897
24. Cali J.J., and Russell D.W. Characterization of human sterol 27-hydroxylase. A mitochondrial cytochrome P-450 that catalyzes multiple oxidation reaction in bile acid biosynthesis. J. Biol. Chem. 266 12 (1991) 7774-7778
25. Chen W., Kubota S., Kim K.S., Cheng J., Kuriyama M., Eggertsen G., Bjorkhem I., and Seyama Y. Novel homozygous and compound heterozygous mutations of sterol 27-hydroxylase gene (CYP27) cause cerebrotendinous xanthomatosis in three Japanese patients from two unrelated families. J. Lipid Res. 38 5 (1997) 870-879
26. Sawada N., Sakaki T., Kitanaka S., Kato S., and Inouye K. Structure-function analysis of CYP27B1 and CYP27A1. Studies on mutants from patients with vitamin D-dependent rickets type I (VDDR-I) and cerebrotendinous xanthomatosis (CTX). Eur. J. Biochem. 268 24 (2001) 6607-6615
27. Wu Z., Martin K.O., Javitt N.B., and Chiang J.Y. Structure and functions of human oxysterol 7alpha-hydroxylase cDNAs and gene CYP7B1. J. Lipid. Res. 40 12 (1999) 2195-2203
28. Borras E., Coutelle C., Rosell A., Fernandez-Muixi F., Broch M., Crosas B., Hjelmqvist L., Lorenzo A., Gutierrez C., Santos M., Szczepanek M., Heilig M., Quattrocchi P., Farres J., Vidal F., Richart C., Mach T., Bogdal J., Jornvall H., Seitz H.K., Couzigou P., and Pares X. Genetic polymorphism of alcohol dehydrogenase in europeans: the ADH2*2 allele decreases the risk for alcoholism and is associated with ADH3*1. Hepatology 31 4 (2000) 984-989
29. Hellgren M., Stromberg P., Gallego O., Martras S., Farres J., Persson B., Pares X., and Hoog J.O. Alcohol dehydrogenase 2 is a major hepatic enzyme for human retinol metabolism. Cell. Mol. Life Sci. 64 4 (2007) 498-505
30. Brereton P., Suzuki T., Sasano H., Li K., Duarte C., Obeyesekere V., Haeseleer F., Palczewski K., Smith I., Komesaroff P., and Krozowski Z. Pan1b (17betaHSD11)-enzymatic activity and distribution in the lung. Mol. Cell. Endocrinol. 171 1-2 (2001) 111-117
31. Hartmann T.B., Thiel D., Dummer R., Schadendorf D., and Eichmuller S. SEREX identification of new tumour-associated antigens in cutaneous T-cell lymphoma. Br. J. Dermatol. 150 2 (2004) 252-258
32. Hassett C., Aicher L., Sidhu J.S., and Omiecinski C.J. Human microsomal epoxide hydrolase: genetic polymorphism and functional expression in vitro of amino acid variants. Hum. Mol. Genet. 3 3 (1994) 421-428
33. Hassett C., Robinson K.B., Beck N.B., and Omiecinski C.J. The human microsomal epoxide hydrolase gene (EPHX1): complete nucleotide sequence and structural characterization. Genomics 23 2 (1994) 433-442
34. Beetham J.K., Tian T., and Hammock B.D. cDNA cloning and expression of a soluble epoxide hydrolase from human liver. Arch. Biochem. Biophys. 305 1 (1993) 197-201
35. Sandberg M., and Meijer J. Structural characterization of the human soluble epoxide hydrolase gene (EPHX2). Biochem. Biophys. Res. Commun. 221 2 (1996) 333-339
36. Vredendaal P.J., van den Berg I.E., Malingre H.E., Stroobants A.K., Olde Weghuis D.E., and Berger R. Human short-chain L-3-hydroxyacyl-CoA dehydrogenase: cloning and characterization of the coding sequence. Biochem. Biophys. Res. Commun. 223 3 (1996) 718-723
37. Vredendaal P.J., van den Berg I.E., Stroobants A.K., van der A.D., Malingre H.E., and Berger R. Structural organization of the human short-chain L-3-hydroxyacyl-CoA dehydrogenase gene. Mamm. Genome. 9 9 (1998) 763-768
38. Dufort I., Soucy P., Labrie F., and Luu-The V. Molecular cloning of human type 3 3 alpha-hydroxysteroid dehydrogenase that differs from 20 alpha-hydroxysteroid dehydrogenase by seven amino acids. Biochem. Biophys. Res. Commun. 228 2 (1996) 474-479
39. Dufort I., Labrie F., and Luu-The V. Human Types 1 and 3 3alpha-Hydroxysteroid Dehydrogenases: Differential Lability and Tissue Distribution. J. Clinical Endocrinol. Metab. 86 2 (2001) 841-846
40. Zhang Y., Dufort I., Rheault P., and Luu-The V. Characterization of a human 20alpha-hydroxysteroid dehydrogenase. J. Mol. Endocrinol. 25 2 (2000) 221-228
41. Dolphin C.T., Shephard E.A., Povey S., Smith R.L., and Phillips I.R. Cloning, primary sequence and chromosomal localization of human FMO2, a new member of the flavin-containing mono-oxygenase family. Biochem. J. 287 Pt 1 (1992) 261-267
42. Dolphin C.T., Cullingford T.E., Shephard E.A., Smith R.L., and Phillips I.R. Differential developmental and tissue-specific regulation of expression of the genes encoding three members of the flavin-containing monooxygenase family of man, FMO1, FMO3 and FM04. Eur. J. Biochem. 235 3 (1996) 683-689
43. Yen P.H., Allen E., Marsh B., Mohandas T., Wang N., Taggart R.T., and Shapiro L.J. Cloning and expression of steroid sulfatase cDNA and the frequent occurrence of deletions in STS deficiency: implications for X-Y interchange. Cell 49 4 (1987) 443-454
44. Conary J.T., Lorkowski G., Schmidt B., Pohlmann R., Nagel G., Meyer H.E., Krentler C., Cully J., Hasilik A., and von Figura K. Genetic heterogeneity of steroid sulfatase deficiency revealed with cDNA for human steroid sulfatase. Biochem. Biophys. Res. Commun. 144 2 (1987) 1010-1017
45. Ali-Osman F., Akande O., Antoun G., Mao J.X., and Buolamwini J. Molecular cloning, characterization, and expression in Escherichia coli of full-length cDNAs of three human glutathione S-transferase Pi gene variants. Evidence for differential catalytic activity of the encoded proteins. J. Biol. Chem. 272 15 (1997) 10004-10012
46. Her C., Wood T.C., Eichler E.E., Mohrenweiser H.W., Ramagli L.S., Siciliano M.J., and Weinshilboum R.M. Human hydroxysteroid sulfotransferase SULT2B1: two enzymes encoded by a single chromosome 19 gene. Genomics 53 3 (1998) 284-295
47. Fuda H., Lee Y.C., Shimizu C., Javitt N.B., and Strott C.A. Mutational analysis of human hydroxysteroid sulfotransferase SULT2B1 isoforms reveals that exon 1B of the SULT2B1 gene produces cholesterol sulfotransferase, whereas exon 1A yields pregnenolone sulfotransferase. J. Biol. Chem. 277 39 (2002) 36161-36166
48. Lundstrom K., Salminen M., Jalanko A., Savolainen R., and Ulmanen I. Cloning and characterization of human placental catechol-O-methyltransferase cDNA. DNA Cell. Biol. 10 3 (1991) 181-189
49. Pemble S., Schroeder K.R., Spencer S.R., Meyer D.J., Hallier E., Bolt H.M., Ketterer B., and Taylor J.B. Human glutathione S-transferase theta (GSTT1): cDNA cloning and the characterization of a genetic polymorphism. Biochem. J. 300 Pt 1 (1994) 271-276
50. Takahashi Y., Campbell E.A., Hirata Y., Takayama T., and Listowsky I. A basis for differentiating among the multiple human Mu-glutathione S-transferases and molecular cloning of brain GSTM5. J. Biol. Chem. 268 12 (1993) 8893-8898
51. Raftogianis R.B., Wood T.C., Otterness D.M., Van Loon J.A., and Weinshilboum R.M. Phenol sulfotransferase pharmacogenetics in humans: association of common SULT1A1 alleles with TS PST phenotype. Biochem. Biophys. Res. Commun. 239 1 (1997) 298-304
52. Brix L.A., Barnett A.C., Duggleby R.G., Leggett B., and McManus M.E. Analysis of the substrate specificity of human sulfotransferases SULT1A1 and SULT1A3: site-directed mutagenesis and kinetic studies. Biochemistry 38 32 (1999) 10474-10479
53. Arnesen T., Anderson D., Torsvik J., Halseth H.B., Varhaug J.E., and Lillehaug J.R. Cloning and characterization of hNAT5/hSAN: an evolutionarily conserved component of the NatA protein N-alpha-acetyltransferase complex. Gene 371 2 (2006) 291-295
54. Arnesen T., Gromyko D., Horvli O., Fluge O., Lillehaug J., and Varhaug J.E. Expression of N-acetyl transferase human and human Arrest defective 1 proteins in thyroid neoplasms. Thyroid 15 10 (2005) 1131-1136
55. Bradshaw R.A., Brickey W.W., and Walker K.W. N-terminal processing: the methionine aminopeptidase and N alpha-acetyl transferase families. Trends Biochem. Sci. 23 7 (1998) 263-267
56. Arnold R.J., Polevoda B., Reilly J.P., and Sherman F. The action of N-terminal acetyltransferases on yeast ribosomal proteins. J. Biol. Chem. 274 52 (1999) 37035-37040
57. Nohynek G.J., Duche D., Garrigues A., Meunier P.A., Toutain H., and Leclaire J. Under the skin: biotransformation of para-aminophenol and para-phenylenediamine in reconstructed human epidermis and human hepatocytes. Toxicol. Lett. 158 3 (2005) 196-212
58. Guengerich F.P. Roles of cytochrome P-450 enzymes in chemical carcinogenesis and cancer chemotherapy. Cancer Res. 48 11 (1988) 2946-2954
59. Verschoyle R.D., Philpot R.M., Wolf C.R., and Dinsdale D. CYP4B1 activates 4-ipomeanol in rat lung. Toxicol. Appl. Pharmacol. 123 2 (1993) 193-198
60. Smith G., Ibbotson S.H., Comrie M.M., Dawe R.S., Bryden A., Ferguson J., and Wolf C.R. Regulation of cutaneous drug-metabolizing enzymes and cytoprotective gene expression by topical drugs in human skin in vivo. Br. J. Dermatol. 155 2 (2006) 275-281
61. Jugert F.K., Agarwal R., Kuhn A., Bickers D.R., Merk H.F., and Mukhtar H. Multiple cytochrome P450 isozymes in murine skin: induction of P450 1A, 2B, 2E, and 3A by dexamethasone. J. Invest. Dermatol. 102 6 (1994) 970-975
62. Burbach K.M., Poland A., and Bradfield C.A. Cloning of the Ah-receptor cDNA reveals a distinctive ligand-activated transcription factor. Proc. Natl. Acad. Sci. U.S.A. 89 17 (1992) 8185-8189
63. Sadek C.M., and Allen-Hoffmann B.L. Cytochrome P450IA1 is rapidly induced in normal human keratinocytes in the absence of xenobiotics. J. Biol. Chem. 269 23 (1994) 16067-16074
64. Shapiro S. Retinoids and Epithelial Differentiation (1986), CRC Press, Boca Raton pp. 5-59
65. De Luca H.F. Peripheral Metabolism of Retinoids (1985), Karger, Basel pp. 12-19
66. Roberts A.B., Lamb L.C., and 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 2 (1980) 374-383
67. Roos T.C., Jugert F.K., Merk H.F., and Bickers D.R. Retinoid metabolism in the skin. Pharmacol. Rev. 50 2 (1998) 315-333
68. Dai D., Zeldin D.C., Blaisdell J.A., Chanas B., Coulter S.J., Ghanayem B.I., and Goldstein J.A. Polymorphisms in human CYP2C8 decrease metabolism of the anticancer drug paclitaxel and arachidonic acid. Pharmacogenetics 11 7 (2001) 597-607
69. Flamand N., Marrot L., Belaidi J.P., Bourouf L., Dourille E., Feltes M., and Meunier J.R. Development of genotoxicity test procedures with Episkin, a reconstructed human skin model: towards new tools for in vitro risk assessment of dermally applied compounds?. Mutat. Res. 606 1-2 (2006) 39-51