The identification and characterization of a urinary mutagen resulting from cigarette smoke

Thomas H. Connor; V. M.Sadagopa Ramanujam; Jonathan B. Ward; Marvin S. Legator

doi:10.1016/0165-1161(83)90227-3

The identification and characterization of a urinary mutagen resulting from cigarette smoke

Thomas H. Connor, V. M.Sadagopa Ramanujam, Jonathan B. Ward, Marvin S. Legator

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Abstract

The urine of a cigarette smoker who excretes exceptionally mutageni curine was analyzed for several factors affecting mutagenicity. S. typhimurium strain TA98 was always more sensitive to XAD-2 urine concentrates than TA100. With TA98, as high as 85 revertants per ml of urine were produced. It was observed that incubation with β-glucuronidase was not required for expression of mutagenicity but that a complete S9 mix was needed to convert the material in the concentrate to the ultimate mutagenic species. TLC and HPLC separation of the XAD-2 urine concentrate resulted in the identification of trace amounts of the bladder carcinogen, 2-aminonapthalene (β-naphthylamine) and a considerable amount of a possible metabolite of 2-aminonaphthalene, 2-amino-7-naphthol. The identity of the compounds was confirmed by mass spectral analysis, and 2-amino-7-naphthol was shown to be a mutagen for TA100 and TA98 when activated by rat-liver S9.

Original language	English (US)
Pages (from-to)	161-172
Number of pages	12
Journal	Mutation Research/Environmental Mutagenesis and Related Subjects
Volume	113
Issue number	2
DOIs	https://doi.org/10.1016/0165-1161(83)90227-3
State	Published - Apr 1983

ASJC Scopus subject areas

Toxicology
Genetics

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title = "The identification and characterization of a urinary mutagen resulting from cigarette smoke",

abstract = "The urine of a cigarette smoker who excretes exceptionally mutageni curine was analyzed for several factors affecting mutagenicity. S. typhimurium strain TA98 was always more sensitive to XAD-2 urine concentrates than TA100. With TA98, as high as 85 revertants per ml of urine were produced. It was observed that incubation with β-glucuronidase was not required for expression of mutagenicity but that a complete S9 mix was needed to convert the material in the concentrate to the ultimate mutagenic species. TLC and HPLC separation of the XAD-2 urine concentrate resulted in the identification of trace amounts of the bladder carcinogen, 2-aminonapthalene (β-naphthylamine) and a considerable amount of a possible metabolite of 2-aminonaphthalene, 2-amino-7-naphthol. The identity of the compounds was confirmed by mass spectral analysis, and 2-amino-7-naphthol was shown to be a mutagen for TA100 and TA98 when activated by rat-liver S9.",

author = "Connor, {Thomas H.} and Ramanujam, {V. M.Sadagopa} and Ward, {Jonathan B.} and Legator, {Marvin S.}",

note = "Funding Information: This research was supported in part by a grant from the U.S. Environmental Protection Agency (No. CR807548010).",

year = "1983",

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doi = "10.1016/0165-1161(83)90227-3",

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AU - Connor, Thomas H.

AU - Ramanujam, V. M.Sadagopa

AU - Ward, Jonathan B.

AU - Legator, Marvin S.

N1 - Funding Information: This research was supported in part by a grant from the U.S. Environmental Protection Agency (No. CR807548010).

PY - 1983/4

Y1 - 1983/4

N2 - The urine of a cigarette smoker who excretes exceptionally mutageni curine was analyzed for several factors affecting mutagenicity. S. typhimurium strain TA98 was always more sensitive to XAD-2 urine concentrates than TA100. With TA98, as high as 85 revertants per ml of urine were produced. It was observed that incubation with β-glucuronidase was not required for expression of mutagenicity but that a complete S9 mix was needed to convert the material in the concentrate to the ultimate mutagenic species. TLC and HPLC separation of the XAD-2 urine concentrate resulted in the identification of trace amounts of the bladder carcinogen, 2-aminonapthalene (β-naphthylamine) and a considerable amount of a possible metabolite of 2-aminonaphthalene, 2-amino-7-naphthol. The identity of the compounds was confirmed by mass spectral analysis, and 2-amino-7-naphthol was shown to be a mutagen for TA100 and TA98 when activated by rat-liver S9.

AB - The urine of a cigarette smoker who excretes exceptionally mutageni curine was analyzed for several factors affecting mutagenicity. S. typhimurium strain TA98 was always more sensitive to XAD-2 urine concentrates than TA100. With TA98, as high as 85 revertants per ml of urine were produced. It was observed that incubation with β-glucuronidase was not required for expression of mutagenicity but that a complete S9 mix was needed to convert the material in the concentrate to the ultimate mutagenic species. TLC and HPLC separation of the XAD-2 urine concentrate resulted in the identification of trace amounts of the bladder carcinogen, 2-aminonapthalene (β-naphthylamine) and a considerable amount of a possible metabolite of 2-aminonaphthalene, 2-amino-7-naphthol. The identity of the compounds was confirmed by mass spectral analysis, and 2-amino-7-naphthol was shown to be a mutagen for TA100 and TA98 when activated by rat-liver S9.

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The identification and characterization of a urinary mutagen resulting from cigarette smoke

Abstract

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