메뉴 건너뛰기




Volumn 25, Issue 7, 2012, Pages 1484-1492

Mutagenicity of 5-Hydroxymethylfurfural in V79 cells expressing human SULT1A1: Identification and mass spectrometric quantification of DNA adducts formed

Author keywords

[No Author keywords available]

Indexed keywords

5 HYDROXYMETHYLFURFURAL; 5 METHYLFURFURYL; 5 SULFOOXYMETHYLFURFURAL; CARBON; DEOXYADENOSINE; FURAN DERIVATIVE; IMINE; N2 [(2 FORMYLFURAN 5 YL) METHYL] 2' DEOXYGUANOSINE; N6 [(2 FORMYLFURAN 5 YL) METHYL] 2' DEOXYADENOSINE; NUCLEOSIDE; SULFOTRANSFERASE 1A1; UNCLASSIFIED DRUG;

EID: 84863952057     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx300150n     Document Type: Article
Times cited : (74)

References (37)
  • 1
    • 84903654575 scopus 로고    scopus 로고
    • Health Risks by 5-Hydroxymethylfurfural (HMF) and Related Compounds
    • (Skog, K. and Alexander, J. Eds.) pp, Woodhead Publishing, Cambridge, England
    • Glatt, H. R. and Sommer, Y. (2006) Health Risks by 5- Hydroxymethylfurfural (HMF) and Related Compounds, in Acrylamide and Other Health Hazardous Compounds in Heat-Treated Foods (Skog, K. and Alexander, J., Eds.) pp 328-357, Woodhead Publishing, Cambridge, England.
    • (2006) Acrylamide and Other Health Hazardous Compounds in Heat-Treated Foods , pp. 328-357
    • Glatt, H.R.1    Sommer, Y.2
  • 3
    • 0033889614 scopus 로고    scopus 로고
    • 5-Hydroxymethylfurfural: Assessment of mutagenicity, DNA-damaging potential and reactivity towards cellular glutathione
    • Janzowski, C., Glaab, V., Samimi, E., Schlatter, J., and Eisenbrand, G. (2000) 5-Hydroxymethylfurfural: assessment of mutagenicity, DNA-damaging potential and reactivity towards cellular glutathione Food Chem. Toxicol. 38, 801-809
    • (2000) Food Chem. Toxicol. , vol.38 , pp. 801-809
    • Janzowski, C.1    Glaab, V.2    Samimi, E.3    Schlatter, J.4    Eisenbrand, G.5
  • 4
    • 0021722064 scopus 로고
    • A review of 5-hydroxymethylfurfural (HMF) in parenteral solutions
    • Ulbricht, R. J., Northup, S. J., and Thomas, J. A. (1984) A review of 5-hydroxymethylfurfural (HMF) in parenteral solutions Fundam. Appl. Toxicol. 4, 843-853
    • (1984) Fundam. Appl. Toxicol. , vol.4 , pp. 843-853
    • Ulbricht, R.J.1    Northup, S.J.2    Thomas, J.A.3
  • 5
    • 65449140984 scopus 로고    scopus 로고
    • Assessment of hydroxymethylfurfural intake in the Spanish diet
    • Rufian-Henares, J. A. and de la Cueva, S. P. (2008) Assessment of hydroxymethylfurfural intake in the Spanish diet Food Addit. Contam., Part A 25, 1306-1312
    • (2008) Food Addit. Contam., Part A , vol.25 , pp. 1306-1312
    • Rufian-Henares, J.A.1    De La Cueva, S.P.2
  • 7
    • 0027196817 scopus 로고
    • Initiation and promotion of colonic aberrant crypt foci in rats by 5-hydroxymethyl-2-furaldehyde in thermolyzed sucrose
    • Zhang, X. M., Chan, C. C., Stamp, D., Minkin, S., Archer, M. C., and Bruce, W. R. (1993) Initiation and promotion of colonic aberrant crypt foci in rats by 5-hydroxymethyl-2-furaldehyde in thermolyzed sucrose Carcinogenesis 14, 773-775
    • (1993) Carcinogenesis , vol.14 , pp. 773-775
    • Zhang, X.M.1    Chan, C.C.2    Stamp, D.3    Minkin, S.4    Archer, M.C.5    Bruce, W.R.6
  • 8
    • 0027973158 scopus 로고
    • 5-Sulfooxymethylfurfural as a possible ultimate mutagenic and carcinogenic metabolite of the Maillard reaction product, 5- hydroxymethylfurfural
    • Surh, Y. J., Liem, A., Miller, J. A., and Tannenbaum, S. R. (1994) 5-Sulfooxymethylfurfural as a possible ultimate mutagenic and carcinogenic metabolite of the Maillard reaction product, 5-hydroxymethylfurfural Carcinogenesis 15, 2375-2377
    • (1994) Carcinogenesis , vol.15 , pp. 2375-2377
    • Surh, Y.J.1    Liem, A.2    Miller, J.A.3    Tannenbaum, S.R.4
  • 9
    • 67650902006 scopus 로고    scopus 로고
    • 5-Hydroxymethylfurfural and 5-sulfooxymethylfurfural increase adenoma and flat ACF number in the intestine of Min/+ mice
    • Svendsen, C., Husoy, T., Glatt, H. R., Paulsen, J. E., and Alexander, J. (2009) 5-Hydroxymethylfurfural and 5-sulfooxymethylfurfural increase adenoma and flat ACF number in the intestine of Min/+ mice Anticancer Res. 29, 1921-1926
    • (2009) Anticancer Res. , vol.29 , pp. 1921-1926
    • Svendsen, C.1    Husoy, T.2    Glatt, H.R.3    Paulsen, J.E.4    Alexander, J.5
  • 10
    • 78951472632 scopus 로고    scopus 로고
    • Toxicology and carcinogenesis studies of 5-(Hydroxymethyl)-2-furfural (CAS No. 67-47-0) in F344/N rats and B6C3F1 mice (gavage studies)
    • National Toxicology Program
    • National Toxicology Program (2008) Toxicology and carcinogenesis studies of 5-(Hydroxymethyl)-2-furfural (CAS No. 67-47-0) in F344/N rats and B6C3F1 mice (gavage studies) Natl. Toxicol. Program Tech. Rep. Ser. 554, 1-202
    • (2008) Natl. Toxicol. Program Tech. Rep. Ser. , vol.554 , pp. 1-202
  • 13
    • 0029049978 scopus 로고
    • Bioactivation of 5-hydroxymethyl-2-furaldehyde to an electrophilic and mutagenic allylic sulfuric acid ester
    • Lee, Y. C., Shlyankevich, M., Jeong, H. K., Douglas, J. S., and Surh, Y. J. (1995) Bioactivation of 5-hydroxymethyl-2-furaldehyde to an electrophilic and mutagenic allylic sulfuric acid ester Biochem. Biophys. Res. Commun. 209, 996-1002
    • (1995) Biochem. Biophys. Res. Commun. , vol.209 , pp. 996-1002
    • Lee, Y.C.1    Shlyankevich, M.2    Jeong, H.K.3    Douglas, J.S.4    Surh, Y.J.5
  • 14
    • 0028222204 scopus 로고
    • Activation of the Maillard reaction product 5-(hydroxymethyl)furfural to strong mutagens via allylic sulfonation and chlorination
    • Surh, Y. J. and Tannenbaum, S. R. (1994) Activation of the Maillard reaction product 5-(hydroxymethyl)furfural to strong mutagens via allylic sulfonation and chlorination Chem. Res. Toxicol. 7, 313-318
    • (1994) Chem. Res. Toxicol. , vol.7 , pp. 313-318
    • Surh, Y.J.1    Tannenbaum, S.R.2
  • 15
    • 0008502497 scopus 로고
    • Furans as the mutagens formed by amino-carbonyl reactions
    • Shinohara, K., Kim, E.-H., and Omura, H. (1986) Furans as the mutagens formed by amino-carbonyl reactions Dev. Food Sci. 13, 353-362
    • (1986) Dev. Food Sci. , vol.13 , pp. 353-362
    • Shinohara, K.1    Kim, E.-H.2    Omura, H.3
  • 16
    • 12744258127 scopus 로고    scopus 로고
    • V79-hCYP2E1-hSULT1A1, a cell line for the sensitive detection of genotoxic effects induced by carbohydrate pyrolysis products and other food-borne chemicals
    • Glatt, H. R., Schneider, H., and Liu, Y.-G. (2005) V79-hCYP2E1-hSULT1A1, a cell line for the sensitive detection of genotoxic effects induced by carbohydrate pyrolysis products and other food-borne chemicals Mutat. Res. 580, 41-52
    • (2005) Mutat. Res. , vol.580 , pp. 41-52
    • Glatt, H.R.1    Schneider, H.2    Liu, Y.-G.3
  • 17
    • 80053160462 scopus 로고    scopus 로고
    • Hydroxymethyl-substituted furans: Mutagenicity in Salmonella typhimurium strains engineered for expression of various human and rodent sulphotransferases
    • Glatt, H. R., Schneider, H., Murkovic, M., Monien, B. H., and Meinl, W. (2011) Hydroxymethyl-substituted furans: mutagenicity in Salmonella typhimurium strains engineered for expression of various human and rodent sulphotransferases Mutagenesis 27, 41-48
    • (2011) Mutagenesis , vol.27 , pp. 41-48
    • Glatt, H.R.1    Schneider, H.2    Murkovic, M.3    Monien, B.H.4    Meinl, W.5
  • 18
    • 67349201797 scopus 로고    scopus 로고
    • Conversion of the common food constituent 5-hydroxymethylfurfural into a mutagenic and carcinogenic sulfuric acid ester in the mouse in vivo
    • Monien, B. H., Frank, H., Seidel, A., and Glatt, H. R. (2009) Conversion of the common food constituent 5-hydroxymethylfurfural into a mutagenic and carcinogenic sulfuric acid ester in the mouse in vivo Chem. Res. Toxicol. 22, 1123-1128
    • (2009) Chem. Res. Toxicol. , vol.22 , pp. 1123-1128
    • Monien, B.H.1    Frank, H.2    Seidel, A.3    Glatt, H.R.4
  • 19
    • 0033974994 scopus 로고    scopus 로고
    • Human phenol sulfotransferases hP-PST and hM-PST activate propane 2-nitronate to a genotoxicant
    • Kreis, P., Brandner, S., Coughtrie, M. W. H., Pabel, U., Meinl, W., Glatt, H. R., and Andrae, U. (2000) Human phenol sulfotransferases hP-PST and hM-PST activate propane 2-nitronate to a genotoxicant Carcinogenesis 21, 295-299
    • (2000) Carcinogenesis , vol.21 , pp. 295-299
    • Kreis, P.1    Brandner, S.2    Coughtrie, M.W.H.3    Pabel, U.4    Meinl, W.5    Glatt, H.R.6    Andrae, U.7
  • 20
    • 31844448260 scopus 로고    scopus 로고
    • Human sulfotransferases are involved in the activation of aristolochic acids and are expressed in renal target tissue
    • Meinl, W., Pabel, U., Osterloh-Quiroz, M., Hengstler, J. G., and Glatt, H. R. (2006) Human sulfotransferases are involved in the activation of aristolochic acids and are expressed in renal target tissue Int. J. Cancer 118, 1090-1097
    • (2006) Int. J. Cancer , vol.118 , pp. 1090-1097
    • Meinl, W.1    Pabel, U.2    Osterloh-Quiroz, M.3    Hengstler, J.G.4    Glatt, H.R.5
  • 21
    • 35848970068 scopus 로고    scopus 로고
    • Liquid chromatography-electrospray ionization tandem mass spectrometry analysis of 7-ethylguanine in human liver DNA
    • Chen, L., Wang, M., Villalta, P. W., and Hecht, S. S. (2007) Liquid chromatography-electrospray ionization tandem mass spectrometry analysis of 7-ethylguanine in human liver DNA Chem. Res. Toxicol. 20, 1498-1502
    • (2007) Chem. Res. Toxicol. , vol.20 , pp. 1498-1502
    • Chen, L.1    Wang, M.2    Villalta, P.W.3    Hecht, S.S.4
  • 22
    • 44049084557 scopus 로고    scopus 로고
    • Sensitive determination of a glyoxal-DNA adduct biomarker candidate by column switching capillary liquid chromatography electrospray ionization mass spectrometry
    • Olsen, R., Ovrebo, S., Thorud, S., Lundanes, E., Thomassen, Y., Greibrokk, T., and Molander, P. (2008) Sensitive determination of a glyoxal-DNA adduct biomarker candidate by column switching capillary liquid chromatography electrospray ionization mass spectrometry Analyst 133, 802-809
    • (2008) Analyst , vol.133 , pp. 802-809
    • Olsen, R.1    Ovrebo, S.2    Thorud, S.3    Lundanes, E.4    Thomassen, Y.5    Greibrokk, T.6    Molander, P.7
  • 26
    • 0029664466 scopus 로고    scopus 로고
    • 6-oxopropenyl-2′-deoxyadenosine adduct in malondialdehyde-modified DNA using liquid chromatography/electrospray ionization tandem mass spectrometry
    • 6-oxopropenyl-2′-deoxyadenosine adduct in malondialdehyde-modified DNA using liquid chromatography/electrospray ionization tandem mass spectrometry Carcinogenesis 17, 1167-1170
    • (1996) Carcinogenesis , vol.17 , pp. 1167-1170
    • Chaudhary, A.K.1    Reddy, G.R.2    Blair, I.A.3    Marnett, L.J.4
  • 28
    • 34547641946 scopus 로고    scopus 로고
    • 2-(trans-isoestragol- 3′-yl)-2′-deoxyguanosine as a strategy to study species differences in sulfotransferase conversion of the proximate carcinogen 1′- hydroxyestragole
    • 2-(trans-isoestragol-3′-yl)-2′-deoxyguanosine as a strategy to study species differences in sulfotransferase conversion of the proximate carcinogen 1′-hydroxyestragole Chem. Res. Toxicol. 20, 991-998
    • (2007) Chem. Res. Toxicol. , vol.20 , pp. 991-998
    • Punt, A.1    Delatour, T.2    Scholz, G.3    Schilter, B.4    Van Bladeren, P.J.5    Rietjens, I.M.6
  • 30
    • 80053149190 scopus 로고    scopus 로고
    • Metabolic activation of furfuryl alcohol: Formation of 2-methylfuranyl DNA adducts in Salmonella typhimurium strains expressing human sulfotransferase 1A1 and in FVB/N mice
    • Monien, B. H., Herrmann, K., Florian, S., and Glatt, H. R. (2011) Metabolic activation of furfuryl alcohol: formation of 2-methylfuranyl DNA adducts in Salmonella typhimurium strains expressing human sulfotransferase 1A1 and in FVB/N mice Carcinogenesis 32, 1533-1539
    • (2011) Carcinogenesis , vol.32 , pp. 1533-1539
    • Monien, B.H.1    Herrmann, K.2    Florian, S.3    Glatt, H.R.4
  • 31
    • 0000530035 scopus 로고
    • Nonrandom binding of the carcinogen N -hydroxy-2-acetylaminofluorene to repetitive sequences of rat liver DNA in vivo
    • Gupta, R. C. (1984) Nonrandom binding of the carcinogen N -hydroxy-2-acetylaminofluorene to repetitive sequences of rat liver DNA in vivo Proc. Natl. Acad. Sci. U.S.A. 81, 6943-6947
    • (1984) Proc. Natl. Acad. Sci. U.S.A. , vol.81 , pp. 6943-6947
    • Gupta, R.C.1
  • 32
    • 24944518599 scopus 로고    scopus 로고
    • Structure-stability correlations for imine formation in aqueous solution
    • Godoy-Alcántar, C., Yatsimirski, A., and Lehn, J.-M. (2005) Structure-stability correlations for imine formation in aqueous solution J. Phys. Org. Chem. 18, 979-985
    • (2005) J. Phys. Org. Chem. , vol.18 , pp. 979-985
    • Godoy-Alcántar, C.1    Yatsimirski, A.2    Lehn, J.-M.3
  • 34
    • 68649099912 scopus 로고    scopus 로고
    • Improved method to measure aldehyde adducts to N-terminal valine in hemoglobin using 5-hydroxymethylfurfural and 2,5-furandialdehyde as model compounds
    • Davies, R., Hedebrant, U., Athanassiadis, I., Rydberg, P., and Tornqvist, M. (2009) Improved method to measure aldehyde adducts to N-terminal valine in hemoglobin using 5-hydroxymethylfurfural and 2,5-furandialdehyde as model compounds Food Chem. Toxicol. 47, 1950-1957
    • (2009) Food Chem. Toxicol. , vol.47 , pp. 1950-1957
    • Davies, R.1    Hedebrant, U.2    Athanassiadis, I.3    Rydberg, P.4    Tornqvist, M.5
  • 35
    • 30144438098 scopus 로고    scopus 로고
    • Sulfotransferases and acetyltransferases in mutagenicity testing: Technical aspects
    • Glatt, H. R. and Meinl, W. (2005) Sulfotransferases and acetyltransferases in mutagenicity testing: technical aspects Methods Enzymol. 400, 230-249
    • (2005) Methods Enzymol. , vol.400 , pp. 230-249
    • Glatt, H.R.1    Meinl, W.2
  • 37
    • 80755168366 scopus 로고    scopus 로고
    • Altered tissue distribution of 2-amino-1-methyl-6-phenylimidazo[4,5- b ]pyridine DNA adducts in mice transgenic for human sulfotransferases 1A1 and 1A2
    • Dobbernack, G., Meinl, W., Schade, N., Florian, S., Wend, K., Voigt, I., Himmelbauer, H., Gross, M., Liehr, T., and Glatt, H. R. (2011) Altered tissue distribution of 2-amino-1-methyl-6-phenylimidazo[4,5- b ]pyridine DNA adducts in mice transgenic for human sulfotransferases 1A1 and 1A2 Carcinogenesis 32, 1734-1740
    • (2011) Carcinogenesis , vol.32 , pp. 1734-1740
    • Dobbernack, G.1    Meinl, W.2    Schade, N.3    Florian, S.4    Wend, K.5    Voigt, I.6    Himmelbauer, H.7    Gross, M.8    Liehr, T.9    Glatt, H.R.10


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.