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PMID: 4694387 Published · ppublish English Journal Article

Comparative studies of the hepatocarcinogen N,N-dimethylnitrosamine in vivo: reaction sites in rat liver DNA and the significance of their relative stabilities.

British journal of cancer ·Vol. 27 ·No. 2 ·1973-02-00 ·Pages 153-66

O'Connor PJ, Capps MJ, Craig AW

Abstract

The reaction of the hepatocarcinogen N,N-dimethylnitrosamine has been compared with that of methyl methanesulphonate, a methylating agent which is not a liver carcinogen. Consistent differences have been observed in the reaction of rat liver DNA in vivo with these agents; O(6)-alkylation and the production of unidentified acid-labile products were distinctive features of the reaction with the carcinogenic nitroso compound but were undetectable or in low yield, respectively, after reaction with the alkyl sulphonate. Evidence has been obtained for the excision of these reaction products in animals treated with the hepatocarcinogen and the significance of their relative stabilities is discussed.

MeSH Terms
Alkylation Animals Carbon Isotopes Chromatography Chromatography, Ion Exchange Chromatography, Paper DNA/isolation & purification Guanine/metabolism Hydrolysis Liver/drug effects,metabolism Male Methylation Nitrosamines/pharmacology Rats
Chemicals
Carbon Isotopes Nitrosamines Guanine DNA
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
O'Connor P J
Capps M J
Craig A W
References (24)
24 references, click to expand
  1. Liver carcinomas induced in rats by single administration of dimethylnitrosamine after partial hepatectomy.
    J Natl Cancer Inst. 1971 Oct;47(4):899-907 PMID: 4328955
  2. Specific excision of methylation products from DNA of Escherichia coli treated with N-methyl-N'-nitro-N-nitrosoguanidine.
    Chem Biol Interact. 1970 Aug;2(2):154-7 PMID: 4945317
  3. Methylated polydeoxyribocytidylic acid templates for RNA polymerase.
    Biochim Biophys Acta. 1971 Oct;247(3):412-8 PMID: 4331136
  4. Methylation of rat-liver RNA in vivo by methyl methanesulphonate.
    Biochim Biophys Acta. 1969 Dec 16;195(2):381-8 PMID: 5366927
  5. Differences in the patterns of methylation in rat liver ribosomal ribonucleic acid after reaction in vivo with methyl methanesulphonate and NN-dimethylnitrosamine.
    Biochem J. 1972 Sep;129(3):519-28 PMID: 4349110
  6. Chemical modification of viral ribonucleic acid. 8. The chemical and biological effects of methylating agents and nitrosoguanidine on tobacco mosaic virus.
    Biochemistry. 1969 Aug;8(8):3266-9 PMID: 5809223
  7. Ribonucleic acid polymerase reactions with methylated polycytidylic acid templates.
    J Biol Chem. 1968 May 25;243(10):2750-3 PMID: 5651644
  8. Methylation of deoxyribonucleic acid in cultured mammalian cells by N-methyl-N'-nitro-N-nitrosoguanidine. The influence of cellular thiol concentrations on the extent of methylation and the 6-oxygen atom of guanine as a site of methylation.
    Biochem J. 1970 Feb;116(4):693-707 PMID: 5435496
  9. Studies on the action of diazomethane on deoxyribonucleic acid. The action of diazomethane on deoxyribonucleosides.
    Biochim Biophys Acta. 1965 Jun 8;103(2):286-97 PMID: 5835618
  10. Alkylated polycytidylic acid templates for RNA polymerase.
    Biochim Biophys Acta. 1970 Jul 16;213(1):142-8 PMID: 5488921
  11. Messenger and template activities of chemically modified polynucleotides.
    Biochemistry. 1970 Sep 15;9(19):3694-701 PMID: 4929248
  12. "Lifespan" of liver cells. Autoradio-graphic study using tritiated thymidine in normal, cirrhotic, and partially hepatectomized rats.
    Arch Intern Med. 1961 Mar;107:335-43 PMID: 13764742
  13. Methylated bases in liver acids from rats treated with dimethylnitrosamine.
    Biochim Biophys Acta. 1968 May 21;157(3):646-8 PMID: 5665912
  14. Chemical carcinogenesis in infant animals.
    Prog Exp Tumor Res. 1969;11:334-63 PMID: 4890072
  15. REACTION OF THE CARCINOGEN DIMETHYLNITROSAMINE WITH NUCLEIC ACIDS IN VIVO.
    Biochem J. 1963 Oct;89:32-7 PMID: 14100795
  16. Possible relevance of O-6 alkylation of deoxyguanosine to the mutagenicity and carcinogenicity of nitrosamines and nitrosamides.
    Nature. 1969 Jul 12;223(5202):206-7 PMID: 5791738
  17. Methylation of ribonucleic acid by the carcinogens dimethyl sulphate, N-methyl-N-nitrosourea and N-methyl-N'-nitro-N-nitrosoguanidine. Comparisons of chemical analyses at the nucleoside and base levels.
    Biochem J. 1972 Jun;128(1):117-32 PMID: 4673570
  18. Isolation of deoxyribonucleic acid from mammalian tissues.
    Biochem J. 1967 Jul;104(1):254-7 PMID: 4291998
  19. The production of malignant primary hepatic tumours in the rat by feeding dimethylnitrosamine.
    Br J Cancer. 1956 Mar;10(1):114-22 PMID: 13342328
  20. The stability of rat liver ribonucleic acid in vivo after methylation with methyl methanesulphonate or dimethylnitrosamine.
    Biochem J. 1971 Dec;125(3):821-7 PMID: 5145906
  21. CARCINOGENESIS STUDY WITH DIMETHYLNITROSAMINE ADMINISTERED ORALLY TO ADULT AND SUBCUTANEOUSLY TO NEWBORN BALB-C MICE.
    Cancer Res. 1964 Nov;24:1712-21 PMID: 14231923
  22. Reaction of alkylating mutagens and carcinogens with nucleic acids: N-3 of guanine as a site of alkylation by N-methyl-N-nitrosourea and dimethyl sulphate.
    Chem Biol Interact. 1972 May;4(6):431-4 PMID: 5063979
  23. FURTHER STUDIES ON THE ALKYLATION OF NUCLEIC ACIDS AND THEIR CONSTITUENT NUCLEOTIDES.
    Biochem J. 1963 Oct;89:127-38 PMID: 14097355
  24. Analysis of DNA for the formation of 3-methylthymine after administration of dimethylnitrosamine.
    Chem Biol Interact. 1972 Feb;4(3):149-54 PMID: 5008934
Article Info
Journal
British journal of cancer
Abbr.
Br J Cancer
ISSN
0007-0920
Published
1973-02-00
Pages
153-66
Language
English
Region
England
NLM ID
0370635
PMCID
PMC2008841
Subset
IM
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