2-Amino-l-methyl-6-phenylimidazo 4,5-b pyridine

HUBER W W, MCDANIEL L P, KADERLIK K R, TEITEL C H, LANG N P and KADLUBAR F F (1997) Chemoprotection against the formation of colon DNA adducts from the food-bome carcinogen 2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine (PhlP) in the rat , Mutat Res, 376 115-22. 

Aoki, H. et al., Inhibitory effect of anthocyanin colors on mutagenicity induced by 2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), Foods Food Ingred. J. Jpn., 209, 240, 2004. 

P. Pavek, G. Merino, E. Wagenaar, E. Bolscher, M. Novotna, J.W. Jonker, and A.H. Schinkel. Human breast cancer resistance protein Interactions with steroid drugs, hormones, the dietary carcinogen 2-amino-l-methyl-6-phenylimidazo(4,5-b)pyridine, and transport of cimetidine. J Pharmacol Exp Ther. 312 144—152... 

Boyce A, Doehmer J, Gooderham NJ. 2004. Phytoalexin resveratrol attenuates the mutagenicity of the heterocyclic amines 2-amino-l-methyl-6-phenylimidazo [4,5-b]pyridine and 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline. J Chromatogr B Analyt Technol Biomed Life Sci 802 217-223. 

Strickland, P. T., Qian, Z., Friesen, M. D., Rothman, N., and Sinha, R. Metabolites of 2-amino-l-methyl-6-phenylimidazo(4,5,-b)pyridine (PhIP) in human urine after consumption of charbroiled or fried beef. Mutat. Res. 2002.163-173, 506-507. 

AMINO-3-METHYLPENTANOIC ACID see IKXOOO 2-AMINO-4-METHYLPENTANOIC ACID see LESOOO 2-AMINO-l-METHYL-6-PHENYLIMIDAZO(4,5-B)PYRIDINE see AKZ200... 

Dietrich, C.G., de Waart, D.R., Ottenhoff, R., Schools, LG., and Elferink, R.P. (2001) Increased bioavailability of the food-derived carcinogen 2-amino-l-methyl-6-phenylimidazo[4.5-b]pyridine in MRP2-deficient rats. Molecular Pharmacology, 59 (5). 974-980. 

Shioya M., Wakabayashi K., Sato S., Nagao M. and Sugimura T. Formation of a mutagen, 2-amino-l-methyl-6-phenylimidazo[4,5-b]-pyridine (PhIP) in cooked beef by heating a mixture containing creatinine, phenylalanine and glucose. Mutation Research. 191,133. 1987... 

Santana-Rios, G., Orner, G. A., Xu, M., Izquierdo-Pulido, M., and Dashwood, R. H. 2001. Inhibition by white tea of 2-amino-l-methyl-6-phenylimidazo [4,5-b]pyridine-induced colonic aberrant crypts in the F344 rat. Nutr. Cancer 41 98-103. 

Irradiation of chlorobenzene solutions of [Pd(PPh3)4] produces trans-[PdCl2(PPh3)2] and a mixture of chlorobiphenyls, and irradiation of 2-amino-5-iodo-3-(N-methyl-N-tosylamino)pyridine in benzene solution gives 2-amino-3-methylamino-5-phenylpyridine by simultaneous phenylation and tosyl removal. This reaction is a key step in the synthesis of the food-borne carcinogen 2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine. Substituted 1,2 -biazulenes have been prepared by photolysis of 2-diazo-l,3-dicyanoazulen-6(2H)-one in the presence of azulene derivatives. ... 

Guo D, Schut HAJ, Davis CD, Snyderwine EG, Bailey GS, Dashwood RH. Protection by chlorophylin and indole-3-carbinol against 2-amino-l-methyl-6-phenylimidazo-[4,5-b]pyridine (PhlP)-induced DNA adducts and colonic abberant crypts in the E344 rat. Carcinogenesis 1995 16 2931-2937. 

Ohta T, Nakatsugi S, Watanabe K, Kawamori T, Ishikawa F, Morotomi M, Sugie S, Toda T, Sugimura T, Wakabayashi K. Inhibitory effects of bifidobacteriumfermented soy milk on 2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine-induced rat mammary carcinogenesis, with a partial contribution of its component isoflavones. Carcinogenesis 2000 21 937-941. 

Shibutani S, Fernandes A, Suzuki N, Zhou L, Johnson F, Grolhnan AP. Mutagenesis of the N-(deoxyguanosin-8-yl)-2-amino- l-methyl-6-phenylimidazo[4,5-b]pyridine DNA adduct in mammalian cells. J Biol Chem 1999 274 27433-27438. 

Glaab WE, Kort KL, Skopek TR. Specificity of mutations induced by the foodassociated heterocyclic amine 2-amino-l-methyl-6-phenylimidazo-[4,5-b]-pyridine in colon cancer cell lines defective in mismatch repair.Cancer Res 2000 60 4921-4925. 

Manabe S, Suzuki H, Wada 0, Ueki A. Detection of the carcinogen 2-amino-l -methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in beer and wine. Carcinogenesis 1993 14 899-901. 

Sinha R, Gustafson DR, Kulldorff M, Wen WQ, Cerhan JR, Zheng W. 2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine, a carcinogen in high-temperature-cooked meat, and breast cancer risk. J Natl Cancer Inst 2000 92 1352-1354. 

Dingley KH, Curtis KD, Nowell S, Felton JS, Lang NP, Turteltaub KW. DNA and protein adduct formation in the colon and blood of humans after exposure to a dietary-relevant dose of 2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine. Cancer Epidemiol Biomarkers Prev 1999 8 507-512. 

Malfatti MA, Kulp KS, Knize MG, Davis C, MassengUl JP, Williams S, Nowell S, MacLeod S, Dingley KH, Turteltaub KW, Lang NP, Felton JS. The identification of [2-(14)C]2-amino-l-methyl-6-phenylimidazo[4, 5-b]pyridine metabolites in humans. Carcinogenesis 1999 20 705-713. 

Dietrich CG, de Waart DR, Ottenhoff R, Bootsma AH, van Gennip AH, Elferink RP. Mrp2-deficiency in the rat impairs biliary and intestinal excretion and influences metabolism and disposition of the food-derived carcinogen 2-amino-l -methyl-6-phenylimidazo[4, 5-b]pyridine (PhlP). Carcinogenesis 2001 22 805-811. 

Kulp KS, Knize MG. et al. Identification of urine metabolites of 2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine following consumption of a single cooked chicken meal in humans. Carcinogenesis 2000 21(ll) 2065-2072. 

Andreassen, A., Vikse, R., Mikalsen, A., Adamovic, T., Steffensen, I.L., Hjerthohn, H., Levan, G., and Alexander, J. (2006) 2-Amino-l-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) induces genetic changes in murine intestinal tumours and cells with ApcMin mutation. Mutat. Res. 604, 60-70. 

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