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Volumn 72, Issue 1, 2007, Pages 85-94

Phenylalanine90 and phenylalanine93 are crucial amino acids within the estrogen binding site of the human UDP-glucuronosyltransferase 1A10

Author keywords

Binding site; Estrogens; Site directed mutagenesis; UGT1A10; UGTs

Indexed keywords

ESTRADIOL; ESTROGEN; ESTROGEN DERIVATIVE; ESTRONE; GLUCURONOSYLTRANSFERASE 1A10; PHENYLALANINE; VALINE;

EID: 33845917048     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2006.11.016     Document Type: Article
Times cited : (31)

References (29)
  • 3
    • 7444258476 scopus 로고    scopus 로고
    • Metabolic inactivation of estrogens in breast tissue by UDP-glucuronosyltransferase enzymes: an overview
    • Guillemette C., Belanger A., and Lepine J. Metabolic inactivation of estrogens in breast tissue by UDP-glucuronosyltransferase enzymes: an overview. Breast Cancer Res 6 (2004) 246-254
    • (2004) Breast Cancer Res , vol.6 , pp. 246-254
    • Guillemette, C.1    Belanger, A.2    Lepine, J.3
  • 4
    • 0000317180 scopus 로고    scopus 로고
    • Is 2-methoxyestradiol an endogenous estrogen metabolite that inhibits mammary carcinogenesis?
    • Zhu B.T., and Conney A.H. Is 2-methoxyestradiol an endogenous estrogen metabolite that inhibits mammary carcinogenesis?. Cancer Res 58 (1998) 2269-2277
    • (1998) Cancer Res , vol.58 , pp. 2269-2277
    • Zhu, B.T.1    Conney, A.H.2
  • 5
    • 0015207547 scopus 로고
    • Hepatic sulfation of estrogen metabolites
    • Brooks S.C., and Horn L. Hepatic sulfation of estrogen metabolites. Biochim Biophys Acta 231 (1971) 233-241
    • (1971) Biochim Biophys Acta , vol.231 , pp. 233-241
    • Brooks, S.C.1    Horn, L.2
  • 6
    • 0022350406 scopus 로고
    • Steroid sulfotransferases and steroid sulfate sulfatases: characteristics and biological roles
    • Hobkirk R. Steroid sulfotransferases and steroid sulfate sulfatases: characteristics and biological roles. Can J Biochem Cell Biol 63 (1985) 1127-1144
    • (1985) Can J Biochem Cell Biol , vol.63 , pp. 1127-1144
    • Hobkirk, R.1
  • 7
    • 0016829492 scopus 로고
    • Catechol-O-methyl transferase: pharmacological aspects and physiological role
    • Guldberg H.C., and Marsden C.A. Catechol-O-methyl transferase: pharmacological aspects and physiological role. Pharmacol Rev 27 (1975) 135-206
    • (1975) Pharmacol Rev , vol.27 , pp. 135-206
    • Guldberg, H.C.1    Marsden, C.A.2
  • 10
    • 6344248683 scopus 로고    scopus 로고
    • Specificity and regioselectivity of the conjugation of estradiol, estrone, and their catecholestrogen and methoxyestrogen metabolites by human uridine diphospho-glucuronosyltransferases expressed in endometrium
    • Lepine J., Bernard O., Plante M., Tetu B., Pelletier G., Labrie F., et al. Specificity and regioselectivity of the conjugation of estradiol, estrone, and their catecholestrogen and methoxyestrogen metabolites by human uridine diphospho-glucuronosyltransferases expressed in endometrium. J Clin Endocrinol Metab 89 (2004) 5222-5232
    • (2004) J Clin Endocrinol Metab , vol.89 , pp. 5222-5232
    • Lepine, J.1    Bernard, O.2    Plante, M.3    Tetu, B.4    Pelletier, G.5    Labrie, F.6
  • 11
    • 0031784886 scopus 로고    scopus 로고
    • Glucuronidation of catechol estrogens by expressed human UDP-glucuronosyltransferases (UGTs) 1A1, 1A3, and 2B7
    • Cheng Z., Rios G.R., King C.D., Coffman B.L., Green M.D., Mojarrabi B., et al. Glucuronidation of catechol estrogens by expressed human UDP-glucuronosyltransferases (UGTs) 1A1, 1A3, and 2B7. Toxicol Sci 45 (1998) 52-57
    • (1998) Toxicol Sci , vol.45 , pp. 52-57
    • Cheng, Z.1    Rios, G.R.2    King, C.D.3    Coffman, B.L.4    Green, M.D.5    Mojarrabi, B.6
  • 12
    • 0032864111 scopus 로고    scopus 로고
    • Studies on the substrate specificity of human intestinal UDP-glucuronosyltransferases 1A8 and 1A10
    • Cheng Z., Radominska-Pandya A., and Tephly T.R. Studies on the substrate specificity of human intestinal UDP-glucuronosyltransferases 1A8 and 1A10. Drug Metab Dispos 27 (1999) 1165-1170
    • (1999) Drug Metab Dispos , vol.27 , pp. 1165-1170
    • Cheng, Z.1    Radominska-Pandya, A.2    Tephly, T.R.3
  • 13
    • 0013588037 scopus 로고    scopus 로고
    • cDNA cloning and characterization of the human UDP glucuronosyltransferase, UGT1A3
    • Mojarrabi B., Butler R., and Mackenzie P.I. cDNA cloning and characterization of the human UDP glucuronosyltransferase, UGT1A3. Biochem Biophys Res Commun 225 (1996) 785-790
    • (1996) Biochem Biophys Res Commun , vol.225 , pp. 785-790
    • Mojarrabi, B.1    Butler, R.2    Mackenzie, P.I.3
  • 14
    • 0033815033 scopus 로고    scopus 로고
    • Glucuronidation of estrogens and retinoic acid and expression of UDP-glucuronosyltransferase 2B7 in human intestinal mucosa
    • Czernik P.J., Little J.M., Barone G.W., Raufman J.P., and Radominska-Pandya A. Glucuronidation of estrogens and retinoic acid and expression of UDP-glucuronosyltransferase 2B7 in human intestinal mucosa. Drug Metab Dispos 28 (2000) 1210-1216
    • (2000) Drug Metab Dispos , vol.28 , pp. 1210-1216
    • Czernik, P.J.1    Little, J.M.2    Barone, G.W.3    Raufman, J.P.4    Radominska-Pandya, A.5
  • 15
    • 0029128784 scopus 로고
    • Expression of transcripts encoding steroid UDP-glucuronosyltransferases in human prostate hyperplastic tissue and the LNCaP cell line
    • Belanger G., Beaulieu M., Marcotte B., Levesque E., Guillemette C., Hum D.W., et al. Expression of transcripts encoding steroid UDP-glucuronosyltransferases in human prostate hyperplastic tissue and the LNCaP cell line. Mol Cell Endocrinol 113 (1995) 165-173
    • (1995) Mol Cell Endocrinol , vol.113 , pp. 165-173
    • Belanger, G.1    Beaulieu, M.2    Marcotte, B.3    Levesque, E.4    Guillemette, C.5    Hum, D.W.6
  • 16
    • 3142652041 scopus 로고    scopus 로고
    • Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation
    • Basu N.K., Kubota S., Meselhy M.R., Ciotti M., Chowdhury B., Hartori M., et al. Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation. J Biol Chem 279 (2004) 28320-28329
    • (2004) J Biol Chem , vol.279 , pp. 28320-28329
    • Basu, N.K.1    Kubota, S.2    Meselhy, M.R.3    Ciotti, M.4    Chowdhury, B.5    Hartori, M.6
  • 17
    • 33845914940 scopus 로고    scopus 로고
    • Inactivation of the pure antiestrogen Fulvestrant and other synthetic estrogen molecules by UGT1A enzymes expressed in the breast tissue
    • Chouinard S., Tessier M., Vernouillet G., Gauthier S., Labrie F., Barbier O., et al. Inactivation of the pure antiestrogen Fulvestrant and other synthetic estrogen molecules by UGT1A enzymes expressed in the breast tissue. Mol Pharmacol (2005)
    • (2005) Mol Pharmacol
    • Chouinard, S.1    Tessier, M.2    Vernouillet, G.3    Gauthier, S.4    Labrie, F.5    Barbier, O.6
  • 18
    • 0030267332 scopus 로고    scopus 로고
    • Antioxidant and prooxidant properties of estrogens
    • Liehr J.G. Antioxidant and prooxidant properties of estrogens. J Lab Clin Med 128 (1996) 344-345
    • (1996) J Lab Clin Med , vol.128 , pp. 344-345
    • Liehr, J.G.1
  • 19
    • 10744224293 scopus 로고    scopus 로고
    • Genotoxic metabolites of estradiol in breast: potential mechanism of estradiol induced carcinogenesis
    • Yue W., Santen R.J., Wang J.P., Li Y., Verderame M.F., Bocchinfuso W.P., et al. Genotoxic metabolites of estradiol in breast: potential mechanism of estradiol induced carcinogenesis. J Steroid Biochem Mol Biol 86 (2003) 477-486
    • (2003) J Steroid Biochem Mol Biol , vol.86 , pp. 477-486
    • Yue, W.1    Santen, R.J.2    Wang, J.P.3    Li, Y.4    Verderame, M.F.5    Bocchinfuso, W.P.6
  • 20
    • 0034473063 scopus 로고    scopus 로고
    • Role of DNA adducts in hormonal carcinogenesis
    • Liehr J.G. Role of DNA adducts in hormonal carcinogenesis. Regul Toxicol Pharmacol 32 (2000) 276-282
    • (2000) Regul Toxicol Pharmacol , vol.32 , pp. 276-282
    • Liehr, J.G.1
  • 21
    • 0029680465 scopus 로고    scopus 로고
    • Molecular characteristics of catechol estrogen quinones in reactions with deoxyribonucleosides
    • Stack D.E., Byun J., Gross M.L., Rogan E.G., and Cavalieri E.L. Molecular characteristics of catechol estrogen quinones in reactions with deoxyribonucleosides. Chem Res Toxicol 9 (1996) 851-859
    • (1996) Chem Res Toxicol , vol.9 , pp. 851-859
    • Stack, D.E.1    Byun, J.2    Gross, M.L.3    Rogan, E.G.4    Cavalieri, E.L.5
  • 22
    • 7444258476 scopus 로고    scopus 로고
    • Metabolic inactivation of estrogens in breast tissue by UDP-glucuronosyltransferase enzymes: an overview
    • Guillemette C., Belanger A., and Lepine J. Metabolic inactivation of estrogens in breast tissue by UDP-glucuronosyltransferase enzymes: an overview. Breast Cancer Res 6 (2004) 246-254
    • (2004) Breast Cancer Res , vol.6 , pp. 246-254
    • Guillemette, C.1    Belanger, A.2    Lepine, J.3
  • 23
    • 33144483681 scopus 로고    scopus 로고
    • Phenylalanine 90 and 93 are localized within the phenol binding site of human UDP-glucuronosyltransferase 1A10 as determined by photoaffinity labeling, mass spectrometry, and site-directed mutagenesis
    • Xiong Y., Bernardi D., Bratton S., Ward M.D., Battaglia E., Finel M., et al. Phenylalanine 90 and 93 are localized within the phenol binding site of human UDP-glucuronosyltransferase 1A10 as determined by photoaffinity labeling, mass spectrometry, and site-directed mutagenesis. Biochemistry 45 (2006) 2322-2332
    • (2006) Biochemistry , vol.45 , pp. 2322-2332
    • Xiong, Y.1    Bernardi, D.2    Bratton, S.3    Ward, M.D.4    Battaglia, E.5    Finel, M.6
  • 24
    • 0041856580 scopus 로고    scopus 로고
    • Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases
    • Kuuranne T., Kurkela M., Thevis M., Schanzer W., Finel M., and Kostiainen R. Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos 31 (2003) 1117-1124
    • (2003) Drug Metab Dispos , vol.31 , pp. 1117-1124
    • Kuuranne, T.1    Kurkela, M.2    Thevis, M.3    Schanzer, W.4    Finel, M.5    Kostiainen, R.6
  • 25
    • 0037423299 scopus 로고    scopus 로고
    • Expression and characterization of recombinant human UDP-glucuronosyltransferases (UGTs). UGT1A9 is more resistant to detergent inhibition than other UGTs and was purified as an active dimeric enzyme
    • Kurkela M., Garcia-Horsman J.A., Luukkanen L., Morsky S., Taskinen J., Baumann M., et al. Expression and characterization of recombinant human UDP-glucuronosyltransferases (UGTs). UGT1A9 is more resistant to detergent inhibition than other UGTs and was purified as an active dimeric enzyme. J Biol Chem 278 (2003) 3536-3544
    • (2003) J Biol Chem , vol.278 , pp. 3536-3544
    • Kurkela, M.1    Garcia-Horsman, J.A.2    Luukkanen, L.3    Morsky, S.4    Taskinen, J.5    Baumann, M.6
  • 26
    • 0036239907 scopus 로고    scopus 로고
    • Glucuronidation of the dietary fatty acids, phytanic acid and docosahexaenoic acid, by human UDP-glucuronosyltransferases
    • Little J.M., Williams L., Xu J., and Radominska-Pandya A. Glucuronidation of the dietary fatty acids, phytanic acid and docosahexaenoic acid, by human UDP-glucuronosyltransferases. Drug Metab Dispos 30 (2002) 531-533
    • (2002) Drug Metab Dispos , vol.30 , pp. 531-533
    • Little, J.M.1    Williams, L.2    Xu, J.3    Radominska-Pandya, A.4
  • 27
    • 18144406492 scopus 로고    scopus 로고
    • Kinetic characterization of the 1A subfamily of recombinant human UDP-glucuronosyltransferases
    • Luukkanen L., Taskinen J., Kurkela M., Kostiainen R., Hirvonen J., and Finel M. Kinetic characterization of the 1A subfamily of recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos 33 (2005) 1017-1026
    • (2005) Drug Metab Dispos , vol.33 , pp. 1017-1026
    • Luukkanen, L.1    Taskinen, J.2    Kurkela, M.3    Kostiainen, R.4    Hirvonen, J.5    Finel, M.6
  • 28
    • 4644315738 scopus 로고    scopus 로고
    • Glucuronidation of oxidized fatty acids and prostaglandins B1 and E2 by human hepatic and recombinant UDP-glucuronosyltransferases
    • Little J.M., Kurkela M., Sonka J., Jantti S., Ketola R., Bratton S., et al. Glucuronidation of oxidized fatty acids and prostaglandins B1 and E2 by human hepatic and recombinant UDP-glucuronosyltransferases. J Lipid Res 45 (2004) 1694-1703
    • (2004) J Lipid Res , vol.45 , pp. 1694-1703
    • Little, J.M.1    Kurkela, M.2    Sonka, J.3    Jantti, S.4    Ketola, R.5    Bratton, S.6
  • 29
    • 10744230211 scopus 로고    scopus 로고
    • Steroid sulfatase and estrogen sulfotransferase in normal human tissue and breast carcinoma
    • Suzuki T., Miki Y., Nakata T., Shiotsu Y., Akinaga S., Inoue K., et al. Steroid sulfatase and estrogen sulfotransferase in normal human tissue and breast carcinoma. J Steroid Biochem Mol Biol 86 (2003) 449-454
    • (2003) J Steroid Biochem Mol Biol , vol.86 , pp. 449-454
    • Suzuki, T.1    Miki, Y.2    Nakata, T.3    Shiotsu, Y.4    Akinaga, S.5    Inoue, K.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.