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. 1965 Feb;94(2):323–330. doi: 10.1042/bj0940323

Reaction of carcinogen dimethylnitrosamine with proteins and with thiol compounds in the intact animal

Valda M Craddock 1
PMCID: PMC1206513  PMID: 14348192

Abstract

1. [14C]Dimethylnitrosamine was administered to rats, and the formation of free and protein-bound S-methylcysteine was investigated. 2. Very little S-methylcysteine was found in liver acid-soluble fraction, in liver protein or in urine. 3. The methylhistidines formed in liver protein were found to have largely disappeared by 6 days after injection of dimethylnitrosamine. 4. The significance of these results in the carcinogenic action of dimethylnitrosamine is discussed.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. BROUWERS J. A., EMMELOT P. Microsomal N-demethylation and the effect of the hepatic carcinogen dimethylnitrosamine on amino acid incorporation into the proteins of rat livers and hepatomas. Exp Cell Res. 1960 Apr;19:467–474. doi: 10.1016/0014-4827(60)90056-2. [DOI] [PubMed] [Google Scholar]
  2. Banks T. E., Boursnell J. C., Francis G. E., Hopwood F. L., Wormall A. Studies on mustard gas (betabeta'-dichlorodiethyl sulphide) and some related compounds: 4. Their action on proteins (studied with the aid of radioactive sulphur). Biochem J. 1946;40(5-6):745–756. [PMC free article] [PubMed] [Google Scholar]
  3. CANTONI G. L. Activation of methionine for transmethylation. J Biol Chem. 1951 Apr;189(2):745–754. [PubMed] [Google Scholar]
  4. COCKING E. C., YEMM E. W. Estimation of amino acids by ninhydrin. Biochem J. 1954 Jun 19;58(330TH):xii–xii. [PubMed] [Google Scholar]
  5. CRADDOCK V. M., MAGEE P. N. REACTION OF THE CARCINOGEN DIMETHYLNITROSAMINE WITH NUCLEIC ACIDS IN VIVO. Biochem J. 1963 Oct;89:32–37. doi: 10.1042/bj0890032. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. Curtis R. F., Harries P. C., Hassall C. H., Levi J. D. The biosynthesis of phenols. 5. The relationships of some phenolic metabolites of mutants of Aspergillus terreus Thom, I.M.I. 16043. Biochem J. 1964 Jan;90(1):43–51. doi: 10.1042/bj0900043. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. DICKENS F., JONES H. E. Carcinogenic activity of a series of reactive lactones and related substances. Br J Cancer. 1961 Mar;15:85–100. doi: 10.1038/bjc.1961.10. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. HEATH D. F., DUTTON A. The detection of metabolic products from dimethylnitrosamine in rats and mice. Biochem J. 1958 Dec;70(4):619–626. doi: 10.1042/bj0700619. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. HIRS C. H. W., MOORE S., STEIN W. H. Isolation of amino acids by chromatography on ion exchange columns; use of volatile buffers. J Biol Chem. 1952 Apr;195(2):669–696. [PubMed] [Google Scholar]
  10. HORNER W. H., KUCHINSKAS E. J. Metabolism of methyllabeled S-methylcysteine in the rat. J Biol Chem. 1959 Nov;234:2935–2937. [PubMed] [Google Scholar]
  11. Leaf G., Neuberger A. The effect of diet on the glutathione content of the liver. Biochem J. 1947;41(2):280–287. [PMC free article] [PubMed] [Google Scholar]
  12. MAGEE P. N., FARBER E. Toxic liver injury and carcinogenesis. Methylation of rat-liver nucleic acids by dimethylnitrosamine in vivo. Biochem J. 1962 Apr;83:114–124. doi: 10.1042/bj0830114. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. MAGEE P. N., HULTIN T. Toxic liver injury and carcinogenesis. Methylation of proteins of rat-liver slices by dimethylnitrosamine in vitro. Biochem J. 1962 Apr;83:106–114. doi: 10.1042/bj0830106. [DOI] [PMC free article] [PubMed] [Google Scholar]
  14. MAGEE P. N., VANDEKAR M. Toxic liver injury; the metabolism of dimethylnitrosamine in vitro. Biochem J. 1958 Dec;70(4):600–605. doi: 10.1042/bj0700600. [DOI] [PMC free article] [PubMed] [Google Scholar]
  15. MOORE S., STEIN W. H. Chromatography of amino acids on sulfonated polystyrene resins. J Biol Chem. 1951 Oct;192(2):663–681. [PubMed] [Google Scholar]
  16. ROBERTS J. J., WARWICK G. P. Metabolic and chemical studies of 'myleran': formation of 3-hydroxytetrahydrothiophene-1, 1-dioxide in vivo, and reactions with thiols in vitro. Nature. 1959 Oct 24;184:1288–1289. doi: 10.1038/1841288a0. [DOI] [PubMed] [Google Scholar]
  17. ROBERTS J. J., WARWICK G. P. Mode of action of alkylating agents: formation of S-ethylcysteine from ethyl methanesulphonate in vivo. Nature. 1957 Jun 8;179(4571):1181–1182. doi: 10.1038/1791181a0. [DOI] [PubMed] [Google Scholar]
  18. ROBERTS J. J., WARWICK G. P. STUDIES OF THE MODE OF ACTION OF ALKYLATING AGENTS. VI. THE METABOLISM OF BIS-2-CHLOROETHYLSULPHIDE (MUSTARD GAS) AND RELATED COMPOUNDS. Biochem Pharmacol. 1963 Dec;12:1329–1334. doi: 10.1016/0006-2952(63)90202-8. [DOI] [PubMed] [Google Scholar]
  19. ROBERTS J. J., WARWICK G. P. STUDIES OF THE MODE OF ACTION OF TUMOUR-GROWTH-INHIBITING ALKYLATING AGENTS. V. THE METABOLISM OF 2-CHLOROETHYLARYLAMINES. Biochem Pharmacol. 1963 Dec;12:1321–1328. doi: 10.1016/0006-2952(63)90201-6. [DOI] [PubMed] [Google Scholar]
  20. SCHWEIGERT B. S., GUTHNECK B. T. Amino acid composition of morphological fractions of rat livers and induced liver tumors. Proc Soc Exp Biol Med. 1949 Nov;72(2):495–501. doi: 10.3181/00379727-72-17480. [DOI] [PubMed] [Google Scholar]
  21. TALLAN H. H., STEIN W. H., MOORE S. 3-Methylhistidine, a new amino acid from human urine. J Biol Chem. 1954 Feb;206(2):825–834. [PubMed] [Google Scholar]
  22. TOMINAGA F., KOBAYASHI S., MUTA I., TAKEI H., ICHINOSE M. ON THE ISOLATION AND IDENTIFICATION OF S-METHYLCYSTEINE FROM HUMAN URINE. J Biochem. 1963 Sep;54:220–224. doi: 10.1093/oxfordjournals.jbchem.a127775. [DOI] [PubMed] [Google Scholar]

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