Tryptophan, pyrolysis

M22. Manabe, S., Yanagisawa, H., and Shin-Biao, G., Detection of Trp-P-1 and Trp-P-2, carcinogenic tryptophan pyrolysis products, in dialysis fluid of patients with uremia. Mutat. Res. 179, 33-40 (1987). 

Hashida, C., Nagayama, K., and Takemura, N., Induction of bladder cancer in mice by implanting pellets containing tryptophan pyrolysis products, Cancer Lett., 17, 101, 1982. 

Mita, S., Yamazoe, Y., Kamataki, T., and Kato, R., Metabolic activation of a tryptophan pyrolysis product, 3-amino-l-methyl-5H-pyrido[4,3-b]indole (TRP-P-2) by isolated rat liver nuclei, Cancer Lett., 14, 261, 1981. 

Ishikawa, T., Takayama, S., Kitagawa, T., Kawachi, T., and Sugimura, T., Induction of enzyme-altered islands in rat liver by tryptophan pyrolysis products, /. Cancer Res. Clin. Oncol., 95, 221, 1979. 

Rodgman also discussed the already identified and other possible theoretical relationships (Figure XVII.F-5) between tryptophan XX and 9//-pyrido[3,4-( ]indole (norharman) II its methyl homolog l-methyl-9//-pyrido[3,4-fc]indole (harman) III and other substituted norharmans VI, R = C2H5, CH3CH=CH, and -C4H9, the tryptophan pyrolysis products 3-amino-1,4-dimethyl-5/7-pyrido-[4,3-( Jindole (Trp-P-1) IV and 3-amino-l-methyl-5//-pyrido[4,3-( ] indole (Trp-P-2) V the alkyl- and dialkyl-indoles indole-... 

Negishi, T. and H. Hayatsu The enhancing effect of cysteine and its derivatives on the mutagenic activities of the tryptophan pyrolysis products, Trp-P-1 and Trp-P-2 Biochem. Biophys. Res. Comm. 88 (1979) 97-102. Neish, W.J.P. Solubilization of aromatic amines by purines Rec. Trav. Chim. 67 (1948) 361-373. 

Metabolism of Comutagens and Mutagens Produced from Tryptophan Pyrolysis... 

A schematic pathway is hypothesized for the chemical mutagenesis and comutagenesis of these tryptophan pyrolysis products. 

The alternative explanation must involve the MFO system. The possible mechanism for the inhibitory effect or enhancement effect of Norharman upon covalent DNA binding and mutagenicity must be the results of the net balancing of substrate inhibition and membrane fluidization of the microsomal membrane or of the lipid vesicles in the reconstituted MFO system. A schematic pathway of the metabolism of these tryptophan pyrolysis products is postulated as shown in Figure 8. 

S. Takayama, Y. Katoh, M. Tanaka, M. Nagao, K. Wakabayashi, and T. Sugimura, In vitro transformation of hamster embryo cells with tryptophan pyrolysis products, Proc. Jpn. Acad. 53, Ser. B, 126-129 (1977). 

A Tryptophan Pyrolysis Product, 3-Amino-l,4-dimethyl-5 -pyrido [4,3-6] indole (Trp-P-1) but Not Its Metabolite Induces Apoptosis in Primary Cultured Rat Hepatocytes... 

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