Copper Phthalocyanine Sulfonate-mediated Oxidative Degradation of 3-Hydroxyamino-1-methyl-5H-pyrido [4, 3-b]indole [Trp-P-2(NHOH)], a Direct-acting Mutagen Derived from Trp-P-2 by Metabolic Activation

Mayumi Horinouchi, Sakae Arimoto

Research output: Contribution to journalArticle

Abstract

Blue rayon and blue chitin are potential absorbents of heterocyclic amines. However, in our preliminary research, no recovery (0%) of an activated form of Trp-P-2, 3-hydroxyamino-1-methyl-5H-pyrido[4, 3-b]indole [Trp-P-2(NHOH)] with blue rayon extraction was observed. We investigated whether copper phthalocyanine sulfonate on blue rayon may react with Trp-P-2(NHOH) and accelerate the degradation of Trp-P-2(NHOH) in concert with oxygen and photons. Both the disulfonate and tetrasulfonate of copper phthalocyanine inhibited the mutagenicity of Trp-P-2(NHOH). Copper phthalocyanine disulfonate (CuCYB) accelerated the disappearance of Trp-P-2(NHOH). The degradation of Trp-P-2(NHOH) with CuCYB was attenuated in the presence of glutathione, under dark conditions, and with helium bubbling. Therefore, the reaction mechanisms may involve the interaction of molecular oxygen with CuCYB, which accelerate the oxidative degradation of Trp-P-2(NHOH). Photodynamic activation of molecular oxygen might contribute, in a part, to the oxidative degradation of Trp-P-2(NHOH). Key words: copper phthalocyanine sulfonate, heterocyclic amine, oxidative degradation, photodynamic reaction, blue rayon.

Original languageEnglish
Pages (from-to)64-68
Number of pages5
JournalGenes and Environment
Volume31
Issue number3
DOIs
Publication statusPublished - 2009

Fingerprint

Mutagens
sulfonate
copper
degradation
oxygen
chitin
Oxygen
mutagenicity
Amines
helium
mutagen
copper phthalocyanine
3-amino-1-methyl-5H-pyrido(4,3-b)indole
3-hydroxyamino-1-methyl-5H-pyrido(4,3-b)indole
Metabolic Activation
Helium
Chitin
Photons
Glutathione
blue rayon

ASJC Scopus subject areas

  • Social Psychology
  • Genetics
  • Environmental Science (miscellaneous)

Cite this

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title = "Copper Phthalocyanine Sulfonate-mediated Oxidative Degradation of 3-Hydroxyamino-1-methyl-5H-pyrido [4, 3-b]indole [Trp-P-2(NHOH)], a Direct-acting Mutagen Derived from Trp-P-2 by Metabolic Activation",
abstract = "Blue rayon and blue chitin are potential absorbents of heterocyclic amines. However, in our preliminary research, no recovery (0{\%}) of an activated form of Trp-P-2, 3-hydroxyamino-1-methyl-5H-pyrido[4, 3-b]indole [Trp-P-2(NHOH)] with blue rayon extraction was observed. We investigated whether copper phthalocyanine sulfonate on blue rayon may react with Trp-P-2(NHOH) and accelerate the degradation of Trp-P-2(NHOH) in concert with oxygen and photons. Both the disulfonate and tetrasulfonate of copper phthalocyanine inhibited the mutagenicity of Trp-P-2(NHOH). Copper phthalocyanine disulfonate (CuCYB) accelerated the disappearance of Trp-P-2(NHOH). The degradation of Trp-P-2(NHOH) with CuCYB was attenuated in the presence of glutathione, under dark conditions, and with helium bubbling. Therefore, the reaction mechanisms may involve the interaction of molecular oxygen with CuCYB, which accelerate the oxidative degradation of Trp-P-2(NHOH). Photodynamic activation of molecular oxygen might contribute, in a part, to the oxidative degradation of Trp-P-2(NHOH). Key words: copper phthalocyanine sulfonate, heterocyclic amine, oxidative degradation, photodynamic reaction, blue rayon.",
author = "Mayumi Horinouchi and Sakae Arimoto",
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T1 - Copper Phthalocyanine Sulfonate-mediated Oxidative Degradation of 3-Hydroxyamino-1-methyl-5H-pyrido [4, 3-b]indole [Trp-P-2(NHOH)], a Direct-acting Mutagen Derived from Trp-P-2 by Metabolic Activation

AU - Horinouchi, Mayumi

AU - Arimoto, Sakae

PY - 2009

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AB - Blue rayon and blue chitin are potential absorbents of heterocyclic amines. However, in our preliminary research, no recovery (0%) of an activated form of Trp-P-2, 3-hydroxyamino-1-methyl-5H-pyrido[4, 3-b]indole [Trp-P-2(NHOH)] with blue rayon extraction was observed. We investigated whether copper phthalocyanine sulfonate on blue rayon may react with Trp-P-2(NHOH) and accelerate the degradation of Trp-P-2(NHOH) in concert with oxygen and photons. Both the disulfonate and tetrasulfonate of copper phthalocyanine inhibited the mutagenicity of Trp-P-2(NHOH). Copper phthalocyanine disulfonate (CuCYB) accelerated the disappearance of Trp-P-2(NHOH). The degradation of Trp-P-2(NHOH) with CuCYB was attenuated in the presence of glutathione, under dark conditions, and with helium bubbling. Therefore, the reaction mechanisms may involve the interaction of molecular oxygen with CuCYB, which accelerate the oxidative degradation of Trp-P-2(NHOH). Photodynamic activation of molecular oxygen might contribute, in a part, to the oxidative degradation of Trp-P-2(NHOH). Key words: copper phthalocyanine sulfonate, heterocyclic amine, oxidative degradation, photodynamic reaction, blue rayon.

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