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Nitrite converts 2-amino-alpha-carboline, an indirect mutagen, into 2-hydroxy-alpha-carboline, a non-mutagen, and 2-hydroxy-3-nitroso-alpha-carboline, a direct mutagen.

作者信息

Tsuda M, Nagao M, Hirayama T, Sugimura T

出版信息

Mutat Res. 1981 Aug;83(1):61-8. doi: 10.1016/0027-5107(81)90071-3.

DOI:10.1016/0027-5107(81)90071-3
PMID:6268972
Abstract

2-Amino-alpha-carboline [26148-68-5] which was isolated from a pyrolysate of soybean globulin and which was mutagenic to Salmonella typhimurium in the presence of a rat-liver microsomal fraction (S9 mix), was converted into non-mutagenic 2-hydroxy-alpha-carboline by treatment with nitrite in acidic conditions. However, on prolonged treatment with nitrite and acid, 2-hydroxy-alpha-carboline was further converted into a new mutagen which did not require S9 mix for exhibition of the mutagenicity. This direct-acting mutagen was found to be 2-hydroxy-3-nitroso-alpha-carboline by mass and proton magnetic resonance spectroscopies.

摘要

相似文献

1
Nitrite converts 2-amino-alpha-carboline, an indirect mutagen, into 2-hydroxy-alpha-carboline, a non-mutagen, and 2-hydroxy-3-nitroso-alpha-carboline, a direct mutagen.
Mutat Res. 1981 Aug;83(1):61-8. doi: 10.1016/0027-5107(81)90071-3.
2
Presence of 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acids and tyramine as precursors of mutagens in soya sauce after nitrite treatment.
IARC Sci Publ. 1984(57):17-24.
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Presence of 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid, a precursor of a mutagenic nitroso compound, in soy sauce.酱油中存在1-甲基-1,2,3,4-四氢-β-咔啉-3-羧酸,一种诱变亚硝基化合物的前体。
Proc Natl Acad Sci U S A. 1983 May;80(10):2912-6. doi: 10.1073/pnas.80.10.2912.
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Mutagenicities of nitrosated carboline derivatives.亚硝化咔啉衍生物的致突变性。
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Metabolic activation of 2-amino-9H-pyrido[2,3-b]indole by rat-liver microsomes.大鼠肝脏微粒体对2-氨基-9H-吡啶并[2,3-b]吲哚的代谢激活作用。
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Inactivation of mutagens from pyrolysates of tryptophan and glutamic acid by nitrite in acidic solution.
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7
Tyramine is a major mutagen precursor in soy sauce, being convertible to a mutagen by nitrite.
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Structures of mutagens produced by the co-mutagen norharman with o- and m-toluidine isomers.共诱变剂去甲哈尔满与邻甲苯胺和间甲苯胺异构体产生的诱变剂结构。
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Interaction between amino-alpha-carboline and amino-gamma-carboline on mutagenicity in Salmonella typhimurium.氨基-α-咔啉与氨基-γ-咔啉对鼠伤寒沙门氏菌致突变性的相互作用。
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Mutagenicities of indole and 30 derivatives after nitrite treatment.
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引用本文的文献

1
Metabolic aspects of pyrolysis mutagens in food.食品中热解诱变剂的代谢方面
Environ Health Perspect. 1986 Aug;67:105-9. doi: 10.1289/ehp.8667105.
2
Past, present, and future of mutagens in cooked foods.熟食中诱变剂的过去、现在与未来。
Environ Health Perspect. 1986 Aug;67:5-10. doi: 10.1289/ehp.86675.