Formation and analysis of heterocyclic aromatic amine-DNA adducts in vitro and in vivo.

[1]  K. Imaida,et al.  Diet and prostate cancer. , 2002, Toxicology.

[2]  E. Snyderwine,et al.  Effect of CYP1A2 deficiency on heterocyclic amine DNA adduct levels in mice. , 2002, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[3]  P. Vouros,et al.  Analysis and quantification of DNA adducts of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in liver of rats by liquid chromatography/electrospray tandem mass spectrometry. , 2002, Chemical research in toxicology.

[4]  T. Lawson,et al.  Human prostate epithelial cells metabolize chemicals of dietary origin to mutagens. , 2002, Cancer letters.

[5]  P. Vouros,et al.  Quantification of the heterocyclic aromatic amine DNA adduct N-(deoxyguanosin-8-yl)-2-amino-3-methylimidazo[4,5-f]quinoline in livers of rats using capillary liquid chromatography/microelectrospray mass spectrometry: a dose-response study. , 2001, Analytical chemistry.

[6]  P. Vouros,et al.  Detection of in vivo formed DNA adducts at the part-per-billion level by capillary liquid chromatography/microelectrospray mass spectrometry. , 2001, Analytical chemistry.

[7]  K. Turteltaub,et al.  Synthesis and spectroscopic characterization of site-specific 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine oligodeoxyribonucleotide adducts , 2001 .

[8]  C. Rizzo,et al.  Synthesis of the C8-deoxyguanosine adduct of the food mutagen IQ. , 2001, Organic letters.

[9]  W. Isaacs,et al.  Protection against 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine cytotoxicity and DNA adduct formation in human prostate by glutathione S-transferase P1. , 2001, Cancer research.

[10]  R C Garner,et al.  Analysis of DNA adducts by accelerator mass spectrometry in human breast tissue after administration of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and benzo[a]pyrene. , 2000, Mutation research.

[11]  A. Boobis,et al.  Mass spectrometric detection and measurement of N2-(2'-deoxyguanosin-8-yl)PhIP adducts in DNA. , 2000, Journal of chromatography. B, Biomedical sciences and applications.

[12]  T. Sugimura,et al.  Food Borne Carcinogens: Heterocyclic Amines , 2000 .

[13]  K. Turteltaub,et al.  Quantitation of benzo[a]pyrene-DNA adducts by postlabeling with 14C-acetic anhydride and accelerator mass spectrometry. , 2000, Chemico-biological interactions.

[14]  D. Phillips,et al.  Pathways of heterocyclic amine activation in the breast: DNA adducts of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) formed by peroxidases and in human mammary epithelial cells and fibroblasts. , 2000, Mutagenesis.

[15]  K. Turteltaub,et al.  Methods of Dna Adduct Determination and Their Application to Testing Compounds for Genotoxicity , 2022 .

[16]  P. Vouros,et al.  Determination of in vitro- and in vivo-formed DNA adducts of 2-amino-3-methylimidazo[4,5-f]quinoline by capillary liquid chromatography/microelectrospray mass spectrometry. , 1999, Chemical research in toxicology.

[17]  P. Vouros,et al.  Analysis of DNA adducts using high-performance separation techniques coupled to electrospray ionization mass spectrometry. , 1999, Journal of chromatography. A.

[18]  A. Grollman,et al.  Mutagenesis of theN-(Deoxyguanosin-8-yl)-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine DNA Adduct in Mammalian Cells , 1999, The Journal of Biological Chemistry.

[19]  F. Guengerich,et al.  Interspecies differences in metabolism of heterocyclic aromatic amines by rat and human P450 1A2. , 1999, Cancer letters.

[20]  K. Turteltaub,et al.  DNA and protein adduct formation in the colon and blood of humans after exposure to a dietary-relevant dose of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine. , 1999, Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.

[21]  M. Churchwell,et al.  Quantitative analysis of 4-aminobiphenyl-C8-deoxyguanosyl DNA adducts produced in vitro and in vivo using HPLC-ES-MS. , 1999, Carcinogenesis.

[22]  D. Phillips,et al.  Standardization and validation of DNA adduct postlabelling methods: report of interlaboratory trials and production of recommended protocols. , 1999, Mutagenesis.

[23]  T. Sugimura,et al.  A new modification of the 32P-post-labeling method to recover IQ-DNA adducts as mononucleotides. , 1999, Mutagenesis.

[24]  E. Snyderwine,et al.  DNA adducts of heterocyclic amine food mutagens: implications for mutagenesis and carcinogenesis. , 1999, Carcinogenesis.

[25]  B. Gusterson,et al.  Determination of the enzymes responsible for activation of the heterocyclic amine 2-amino-3-methylimidazo[4,5-f]quinoline in the human breast. , 1998, Pharmacogenetics.

[26]  P. Strickland,et al.  Metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by human cytochrome P4501A1, P4501A2 and P4501B1. , 1998, Carcinogenesis.

[27]  F. Guengerich,et al.  Activation of heterocyclic aromatic amines by rat and human liver microsomes and by purified rat and human cytochrome P450 1A2. , 1998, Chemical research in toxicology.

[28]  E. Esmans,et al.  Liquid chromatography–mass spectrometry in nucleoside, nucleotide and modified nucleotide characterization , 1998 .

[29]  E. Snyderwine.  Diet and mammary gland carcinogenesis. , 1998, Recent results in cancer research. Fortschritte der Krebsforschung. Progres dans les recherches sur le cancer.

[30]  F. Guengerich.  Comparisons of catalytic selectivity of cytochrome P450 subfamily enzymes from different species. , 1997, Chemico-biological interactions.

[31]  T. Shirai,et al.  Identification of the major hepatic DNA adduct formed by the food mutagen 2-amino-9H-pyrido[2,3-b]indole (A alpha C). , 1997, Chemical research in toxicology.

[32]  E. Esmans,et al.  Development of a nanoscale liquid chromatography/electrospray mass spectrometry methodology for the detection and identification of DNA adducts. , 1997, Analytical chemistry.

[33]  T. Shirai,et al.  Pancreatic DNA adducts formed in vitro and in vivo by the food mutagens 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeA alphaC). , 1997, Mutation research.

[34]  D. Phillips.  Detection of DNA modifications by the 32P-postlabelling assay. , 1997, Mutation research.

[35]  T. Sugimura,et al.  Overview of carcinogenic heterocyclic amines. , 1997, Mutation research.

[36]  E. Snyderwine,et al.  Formation and persistence of DNA adducts of 2-amino-3-methylimidazo[4,5-f]quinoline in the rat and nonhuman primates. , 1997, Mutation research.

[37]  K. Turteltaub,et al.  MeIQx-DNA adduct formation in rodent and human tissues at low doses. , 1997, Mutation research.

[38]  N Ito,et al.  The prostate: a target for carcinogenicity of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) derived from cooked foods. , 1997, Cancer research.

[39]  H. Marquardt,et al.  Characterization of the major DNA adduct formed by the food mutagen 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeAalphaC) in primary rat hepatocytes. , 1996, Carcinogenesis.

[40]  H. Yamazaki,et al.  Activation of chemically diverse procarcinogens by human cytochrome P-450 1B1. , 1996, Cancer research.

[41]  C. Davis,et al.  N-acetyltransferase expression and metabolic activation of the food-derived heterocyclic amines in the human mammary gland. , 1996, Cancer research.

[42]  T. Sugimura,et al.  Presence of N2-(deoxyguanosin-8-yl)-2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (dG-C8-MeIQx) in human tissues. , 1996, Carcinogenesis.

[43]  E. Snyderwine,et al.  DNA adduct formation of the food-derived mutagen 2-amino-3-methylimidazo[4,5-f]quinoline in nonhuman primates undergoing carcinogen bioassay. , 1996, Chemical research in toxicology.

[44]  R. Turesky,et al.  Formation and differential removal of C-8 and N2-guanine adducts of the food carcinogen 2-amino-3-methylimidazo[4,5-f]quinoline in the liver, kidney, and colorectum of the rat. , 1996, Chemical research in toxicology.

[45]  R. Edwards,et al.  Enzymic and interindividual differences in the human metabolism of heterocyclic amines. , 1996, Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement.

[46]  P. D. Josephy,et al.  The role of peroxidase-catalyzed activation of aromatic amines in breast cancer. , 1996, Mutagenesis.

[47]  H. Bartsch,et al.  Validation in rats of two biomarkers of exposure to the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP): PhIP-DNA adducts and urinary PhIP. , 1996, Carcinogenesis.

[48]  P. Vouros,et al.  Determination of in vitro formed DNA adducts of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine using capillary liquid chromatography/electrospray ionization/tandem mass spectrometry. , 1995, Chemical research in toxicology.

[49]  C. Davis,et al.  Possible mechanisms for PhIP-DNA adduct formation in the mammary gland of female Sprague-Dawley rats. , 1995, Carcinogenesis.

[50]  G. Sweetman,et al.  Special feature: Perspective. Mass spectrometric detection of carcinogen adducts , 1995 .

[51]  T. Sugimura,et al.  Formation and Removal of DNA Adducts in the Liver of Rats Chronically Fed the Food‐borne Carcinogen, 2‐Amino‐3,8‐dimethylimidazo[4,5‐f]quinoxaline , 1995, Japanese journal of cancer research : Gann.

[52]  E. Snyderwine,et al.  Cytotoxicity, DNA adduct formation and DNA repair induced by 2-hydroxyamino-3-methylimidazo[4,5-f]quinoline and 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine in cultured human mammary epithelial cells. , 1995, Carcinogenesis.

[53]  N. J. Jones,et al.  Development of a human biomonitoring assay using buccal mucosa: comparison of smoking-related DNA adducts in mucosa versus biopsies. , 1995, Cancer research.

[54]  H. Bartsch,et al.  Analysis of DNA adducts of 2-amino-1-methyl-6-phenylimidazo[4,5- b]pyridine in rat and human tissues by alkaline hydrolysis and gas chromatography/electron capture mass spectrometry: validation by comparison with 32P-postlabeling. , 1994, Chemical research in toxicology.

[55]  J. Larsen,et al.  Formation of DNA adducts by the food mutagen 2-amino-3,4,8-trimethyl-3H-imidazo[4,5-f]quinoxaline (4,8-DiMeIQx) in vitro and in vivo. Identification of a N2-(2'-deoxyguanosin-8-yl)-4,8-DiMeIQx adduct. , 1994, Carcinogenesis.

[56]  H. Schut,et al.  Removal of DNA adducts of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in the male Fischer-344 rat. , 1994, Carcinogenesis.

[57]  R. Turesky,et al.  DNA adduct formation of the food carcinogen 2-amino-3-methylimidazo[4,5- f]quinoline at the C-8 and N2 atoms of guanine. , 1994, Chemical research in toxicology.

[58]  H. Bartsch,et al.  Analysis of 4-aminobiphenyl-DNA adducts in human urinary bladder and lung by alkaline hydrolysis and negative ion gas chromatography-mass spectrometry. , 1994, Environmental health perspectives.

[59]  B. Ketterer,et al.  Effects of human and rat glutathione S-transferases on the covalent DNA binding of the N-acetoxy derivatives of heterocyclic amine carcinogens in vitro: a possible mechanism of organ specificity in their carcinogenesis. , 1994, Cancer research.

[60]  Rainer Cramer,et al.  Comparison of IR- and UV-matrix-assisted laser desorption/ionization mass spectrometry of oligodeoxynucleotides , 1994, Nucleic Acids Res..

[61]  C. R. Herzog,et al.  Accumulation of DNA adducts of 2-amino-3-methylimidazo[4,5-f] quinoline (IQ) in tissues and white blood cells of the Fischer-344 rat after multiple oral dosing. , 1994, Carcinogenesis.

[62]  T. Sugimura,et al.  Identification of N-(deoxyguanosin-8-yl)-2-amino-3,4-dimethylimidazo[4,5-f]quinoline (dG-C8-MeIQ) as a major adduct formed by MeIQ with nucleotides in vitro with DNA in vivo. , 1994, Carcinogenesis.

[63]  H. Marquardt,et al.  32P-post-labelling analysis of DNA adducts formed by food-derived heterocyclic amines: evidence for incomplete hydrolysis and a procedure for adduct pattern simplification. , 1994, Carcinogenesis.

[64]  T. Sugimura,et al.  Detection of Guanine‐C8‐2‐amino‐1‐methyl‐6‐phenylimidazo[4,5‐b]pyridine Adduct as a Single Spot on Thin‐layer Chromatography by Modification of the 32P‐Postlabeling Method , 1994, Japanese journal of cancer research : Gann.

[65]  S. M. Wolf,et al.  Application of capillary liquid chromatography coupled with tandem mass spectrometric methods to the rapid screening of adducts formed by the reaction of N-acetoxy-N-acetyl-2-aminofluorene with calf thymus DNA. , 1994, Chemical research in toxicology.

[66]  T. Sugimura,et al.  Carcinogenic factors in food with relevance to colon cancer development. , 1993, Mutation research.

[67]  T. Sugimura,et al.  Identification of N2-(deoxyguanosin-8-yl)-2-amino-3,8-dimethyl-imidazo[4,5- f]quinoxaline 3',5'-diphosphate, a major DNA adduct, detected by nuclease P1 modification of the 32P-postlabeling method, in the liver of rats fed MeIQx. , 1993, Carcinogenesis.

[68]  C. Davis,et al.  Enzymatic phase II activation of the N-hydroxylamines of IQ, MeIQx and PhIP by various organs of monkeys and rats. , 1993, Carcinogenesis.

[69]  K. Hemminki,et al.  DNA adducts, mutations and cancer. , 1993, Carcinogenesis.

[70]  F. Beland,et al.  DNA adduct measurements and tumor incidence during chronic carcinogen exposure in animal models: implications for DNA adduct-based human cancer risk assessment. , 1992, Chemical research in toxicology.

[71]  J. Lay,et al.  Identification of N-(Deoxyguanosin-8-yl)-2-amino-1-methyl-6-phenylimidazo [4,5-b]pyridine as the major adduct formed by the food-borne carcinogen, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, with DNA. , 1992, Chemical research in toxicology.

[72]  J. Lay,et al.  Characterization of DNA adducts formed in vitro by reaction of N-hydroxy-2-amino-3-methylimidazo[4,5-f]quinoline and N-hydroxy-2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline at the C-8 and N2 atoms of guanine. , 1992, Chemical research in toxicology.

[73]  A. C. Beach,et al.  Human biomonitoring and the 32P-postlabeling assay. , 1992, Carcinogenesis.

[74]  J. Larsen,et al.  Reaction of the N2-acetoxy derivative of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) with 2'-deoxyguanosine and DNA. Synthesis and identification of N2-(2'-deoxyguanosin-8-yl)-PhIP. , 1992, Carcinogenesis.

[75]  H. Schut,et al.  Formation and persistence of DNA adducts of 2-amino-3-methylimidazo[4,5-f] quinoline in male Fischer-344 rats. , 1991, Cancer research.

[76]  M. Butler,et al.  Metabolic activation of carcinogenic heterocyclic aromatic amines by human liver and colon. , 1991, Carcinogenesis.

[77]  M Vanderlaan,et al.  Azido- and nitro-PhIP, relatives of the heterocyclic arylamine and food mutagen PhIP--mechanism of their mutagenicity in Salmonella. , 1991, Carcinogenesis.

[78]  S. Thorgeirsson,et al.  Similar patterns of DNA adduct formation of 2-amino-3-methylimidazo [4,5-f]quinoline in the Fischer 344 rat, CDF1 mouse, cynomolgus monkey and Salmonella typhimurium. , 1991, Carcinogenesis.

[79]  J. Southon,et al.  Accelerator mass spectrometry in biomedical dosimetry: relationship between low-level exposure and covalent binding of heterocyclic amine carcinogens to DNA. , 1990, Proceedings of the National Academy of Sciences of the United States of America.

[80]  M. Mann,et al.  Electrospray ionization for mass spectrometry of large biomolecules. , 1989, Science.

[81]  M. Butler,et al.  Human cytochrome P-450PA (P-450IA2), the phenacetin O-deethylase, is primarily responsible for the hepatic 3-demethylation of caffeine and N-oxidation of carcinogenic arylamines. , 1989, Proceedings of the National Academy of Sciences of the United States of America.

[82]  T. Shimada,et al.  Human liver microsomal cytochrome P-450 enzymes involved in the bioactivation of procarcinogens detected by umu gene response in Salmonella typhimurium TA 1535/pSK1002. , 1989, Cancer research.

[83]  D. Henschler,et al.  Photolysis of arylazides and generation of highly electrophilic DNA-binding and mutagenic intermediates. , 1989, Carcinogenesis.

[84]  S. Thorgeirsson,et al.  Reaction of N-hydroxylamine and N-acetoxy derivatives of 2-amino-3-methylimidazolo[4,5-f]quinoline with DNA. Synthesis and identification of N-(deoxyguanosin-8-yl)-IQ. , 1988, Carcinogenesis.

[85]  F. Beland,et al.  Formation and persistence of arylamine DNA adducts in vivo. , 1985, Environmental health perspectives.

[86]  M. Schurdak,et al.  Postlabeling methods for carcinogen-DNA adduct analysis. , 1985, Environmental health perspectives.

[87]  R. Santella,et al.  Induction of the base displacement or Z conformation in DNA by N-2-acetylaminofluorene modification , 1983, Environmental health perspectives.

[88]  Y. Hashimoto,et al.  Modification of nucleic acids with muta-carcinogenic heteroaromatic amines in vivo. Identification of modified bases in DNA extracted from rats injected with 3-amino-1-methyl-5H-pyrido[4,3-b]indole and 2-amino-6-methyldipyrido[1,2-a3:3',2'-d]imidazole. , 1982, Mutation research.

[89]  R. Gupta,et al.  32P-postlabeling analysis of non-radioactive aromatic carcinogen--DNA adducts. , 1982, Carcinogenesis.

[90]  J. Westra.  A rapid and simple synthesis of reactive metabolites of carcinogenic aromatic amines in high yield. , 1981, Carcinogenesis.

[91]  E. Miller.  Some current perspectives on chemical carcinogenesis in humans and experimental animals: Presidential Address. , 1978, Cancer research.