Identification of urine metabolites of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine following consumption of a single cooked chicken meal in humans

Carcinogenesis

Volumn 21, Issue 11, 2000, Pages 2065-2072

  Kulp, K S ^a   Knize, M G ^a   Malfatti, M A ^a   Salmon, C P ^a   Felton, J S ^a  

^a LAWRENCE LIVERMORE NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINO 1 METHYL 6 PHENYLIMIDAZO[4,5 B]PYRIDINE; AMMONIUM ACETATE; BENZENESULFONIC ACID DERIVATIVE; CARBON; CARCINOGEN; DEUTERIUM; GLUCURONIDE; HYDROCHLORIC ACID; IMIDAZOLE DERIVATIVE; METHANOL; MUTAGENIC AGENT; POLYMER; PYRIDINE DERIVATIVE; SULFATE;

ABSORPTION; ARTICLE; CARCINOGENICITY; CHEMICAL STRUCTURE; CHICKEN; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; COOKING; FEMALE; FILTRATION; FOOD INTAKE; HUMAN; HUMAN CELL; HUMAN EXPERIMENT; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MEAL; MEAT; METABOLIC REGULATION; METABOLITE; METHODOLOGY; MUTAGENICITY; NORMAL HUMAN; PRIORITY JOURNAL; PROTEIN DIET; TOXIN ANALYSIS; URINALYSIS;

EID: 0033747658     PISSN: 01433334     EISSN: None     Source Type: Journal    
DOI: 10.1093/carcin/21.11.2065     Document Type: Article

References (65)

1. Heterocyclic amine content of cooked meat and risk of prostate cancer
2. High concentrations of the carcinogen 2-amino-1-methyl-6-phenylimidazo-[4,5-b]pyridine (PhIP) occur in chicken but are dependent on the cooking method
3. Food-derived mutagens and carcinogens
4. Polar and non-polar heterocyclic amines in cooked fish and meat products and their corresponding residues
5. Comparison of heterocyclic amine levels in home-cooked meats with exposure indicators
6. Heterocyclic amine content in restaurant-cooked hamburgers, steaks, ribs and chicken
7. Formation of the mutagen IFP in model systems and detection in restaurant meats
8. Cancer risk of heterocyclic amines in cooked foods: An analysis and implications for research
9. Genotoxicity of compounds from cooked beef in repair-deficient CHO cells versus Salmonella mutagenicity
10. Role of sulfation and acetylation in the activation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine to intermediates which bind DNA
11. Metabolic activation and cytogenetic effects of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in Chinese hamster ovary cells expressing murine cytochrome P4501A2
12. 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
13. DNA-binding and disposition of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in the rat
14. DNA adduct levels of 2-amino-1-methyl-6-phenylimidazo-[4,5-b]pyridine (PhIP) in tissues of cynomolgus monkeys after single or multiple dosing
15. Genetic analysis of PHIP intestinal mutations in mutamouse
16. Intestinal mutagenicity of two carcinogenic food mutagens in transgenic mice: 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and amino(α) carboline
17. Carcinogenicity of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in the rat
18. A new colon and mammary carcinogen in cooked food, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)
19. Dose-dependent induction of mammary carcinomas in female Sprague-Dawley rats with 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
20. Induction of mammary tumors in female Sprague-Dawley rats by the food-derived carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and the effect of dietary fat
21. Comparative tumorigenicity of benzo[a]pyrene, 1-nitropyrene and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine administered by gavage to female CD rats
22. The prostate: A target for carcinogenicity of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) derived from cooked foods
23. Mammary gland carcinogensis by 2-amino-1-methyl-6-phenylimidazo-[4,5-b]pyridine (PhIP)
24. Carcinogenicity of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in the prostate and tissue distribution of DNA adducts
25. 1 mice by the food mutagen, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
26. Comparative carcinogenicity of 4-aminobiphenyl and the food pyrolysates, Glu-P-1, IQ, PhIP and MeIQx in the neonatal B6C3F1 male mouse
27. Excretion of food-derived heterocyclic amine carcinogens into breast milk of lactating rats and formation of DNA adducts in the newborn
28. Neonatal exposure to the food mutagen 2-amino-1-methyl 6-phenylimidazo[4,5-b]pyridine via breast milk or directly induces intestinal tumors in multiple intestinal neoplasia mice
29. Well-done meat intake and the risk of breast cancer
30. Well-done, grilled red meat increases the risk of colorectal adenomas
31. Meat preparation and colorectal adenomas in a large sigmoidoscopy-based case-control study in California
32. Fried, well-done red meat and risk of lung cancer in women
33. Breast cancer, heterocyclic aromatic amines from meat and N-acetyltransferase-2 genotype
34. N-Acetyltransferase 2 genotypes, meat intake and breast cancer risk
35. Dietary heterocyclic amines and cancer of the colon, rectum, bladder and kidney: A population-based study
36. Contribution of CYP1A1 and CYP1A2 to the activation of heterocyclic amines in monkeys and humans
37. Activiation of 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine by cDNA-expressed human and rat arylsulfotransferases
38. CYP1A2-catalyzed conversion of the dietary heterocyclic amines to their proximate carcinogens is their major route of metabolism in humans
39. Formation of a glutathione conjugate and a semistable transport glucuronide conjugate of N2-oxidized species of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in rat liver
40. Glucuronidation of N-hydroxy heterocyclic amines by human and rat liver microsomes
41. Metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and effect of dietary fat
42. The effect of dose and enzyme inducers on the metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in rats
43. The direct glucuronidation of 2-amino-1-methyl 6-phenylimidazo[4,5-b]pyridine (PhIP) in human and rat liver microsomes
44. Activation of heterocyclic aromatic amines by rat and human liver microsomes and by purified rat and human cytochrome P450 1A2
45. Mutagenic activation of IQ, PhIP and MeIQx by hepatic microsomes from rat, monkey and man: Low mutagenic activation of MeIQx in cynomolgus monkeys in vitro reflects low DNA adduct levels in vivo
46. Metabolism of the food derived mutagen and carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) by human liver microsomes
47. Species differences in the biotransformation of the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by hepatic microsomes and cytosols from humans, rats and mice
48. Bioactivation of the proximal food mutagen 2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine (N-OH-PhIP) to DNA-binding species by human mammary gland enzymes
49. Interindividual variation in the metabolic activation of heterocyclic amines and their N-hydroxy derivatives in primary cultures of human mammary epithelial cells
50. N-acetyltransferase expression and metabolic activation of the food-derived heterocyclic amines in the human mammary gland
51. Bioactivation of the cooked food mutagen N-hydroxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by estrogen sulfotransferase in cultured human mammary epithelial cells
52. Metabolic activation and DNA binding of food mutagens and other environmental carcinogens in human mammary epithelial cells
53. N-acetyltransferase expression and DNA binding of N-hydroxyheterocyclic amines in human prostate epithelium
54. Metabolic activation of carcinogenic heterocyclic aromatic amines by human liver and colon
55. Intra- and interindividual variability in systemic exposure in humans to 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, carcinogens present in cooked beef
56. Heterocyclic aromatic amines in human urine following a fried meat meal
57. Urinary excretion of unmetabolized and phase II conjugates of 2-amino-1-methyl 6-phenylimidazo[4,5-b]pyridine and 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in humans: Relationship to activity
58. Urinary excretion of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in White, African-American and Asian-American men in Los Angeles County
59. In vivo human metabolism of [2-14C]2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)
60. 14C]2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) metabolites in humans
61. Comparative biotransformation studies of MeIQx and PhIP in animal models and humans
62. Quantification of the carcinogens 2-amino-3,8-dimethyl- and 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine in food using a combined ion mass spectrometry
63. Fast-food meat products have relatively low heterocyclic amine content
64. Formation of mutagenic/carcinogenic heterocyclic amines in dry-heated model systems, meats and meat drippings
65. Biochemical individuality: The next generation