Skip to main content
Biophysical Journal logoLink to Biophysical Journal
. 1975 Mar;15(3):181–190. doi: 10.1016/S0006-3495(75)85810-3

Near-ultraviolet light-induced strand breaks in DNA pretreated with the carcinogen, N-acetoxy-2-acetylaminofluorene.

R A Deering, W D Taylor, L R Burns
PMCID: PMC1334616  PMID: 235334

Abstract

Neutral sucrose gradients of supercoiled DNA (phiX-174 RF I) were used to measure the in vitro production of strand breaks by the carcinogen, N-acetoxy-2-acetylaminofluorene (AcO-AAF). Treatment with AcO-AAF in 10% dimethyl sulfoxide did not directly yield strand breaks. Breaks in relatively low yield appeared after alkali treatment (pH 13, 60 min) of the RF I previously reacted with AcO-AAF. The DNA treated with AcO-AAF was sensitive to single-strand breakage by 303 nm near-ultraviolet light under neutral conditions. The greater the prior AcO-AAF treatment, the greater the sensitivity to 303 nm light. Post-irradiation alkali treatment greatly enhanced the light-induced strand breakage.

Full text

PDF
181

Selected References

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

  1. Ames B. N., Lee F. D., Durston W. E. An improved bacterial test system for the detection and classification of mutagens and carcinogens. Proc Natl Acad Sci U S A. 1973 Mar;70(3):782–786. doi: 10.1073/pnas.70.3.782. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Burton A., Sinsheimer R. L. The process of infection with bacteriophage phi-X174 VII. Ultracentrifugal analysis of the replicative form. J Mol Biol. 1965 Dec;14(2):327–347. doi: 10.1016/s0022-2836(65)80185-1. [DOI] [PubMed] [Google Scholar]
  3. Chang C. T., Miller S. J., Wetmur J. G. Physical studies of N-acetoxy-N-2-acetylaminofluorene-modified deoxyribonucleic acid. Biochemistry. 1974 May 7;13(10):2142–2148. doi: 10.1021/bi00707a023. [DOI] [PubMed] [Google Scholar]
  4. Christensen R. C., Tobias C. A., Taylor W. D. Heavy-ion-induced single- and double-strand breaks in phiX-174 replicative form DNA. Int J Radiat Biol Relat Stud Phys Chem Med. 1972 Nov;22(5):457–477. doi: 10.1080/09553007214551351. [DOI] [PubMed] [Google Scholar]
  5. Corbett T. H., Heidelberger C., Dove W. F. Determination of the mutagenic activity to bacteriophage T4 of carcinogenic and noncarcinogenic compounds. Mol Pharmacol. 1970 Nov;6(6):667–679. [PubMed] [Google Scholar]
  6. Cozzarelli N. R., Kelly R. B., Kornberg A. A minute circular DNA from Escherichia coli 15. Proc Natl Acad Sci U S A. 1968 Jul;60(3):992–999. doi: 10.1073/pnas.60.3.992. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Farber E. Carcinogenesis--cellular evolution as a unifying thread: Presidential address. Cancer Res. 1973 Nov;33(11):2537–2550. [PubMed] [Google Scholar]
  8. Fuchs R., Daune M. Physical studies on deoxyribonucleic acid after covalent binding of a carcinogen. Biochemistry. 1972 Jul 4;11(14):2659–2666. doi: 10.1021/bi00764a017. [DOI] [PubMed] [Google Scholar]
  9. Kapuler A. M., Michelson A. M. The reaction of the carcinogen N-acetoxy-2-acetyl-aminofluorene with DNA and other polynucleotides and its stereochemical implications. Biochim Biophys Acta. 1971 Mar 25;232(3):436–450. doi: 10.1016/0005-2787(71)90598-3. [DOI] [PubMed] [Google Scholar]
  10. Khoury A. T., Deering R. A. Sedimentation of DNA of Dictyostelium discoideum lysed on alkaline sucrose gradients: role of single-strand breaks in gamma ray lethality of sensitive and resistant strains. J Mol Biol. 1973 Sep 15;79(2):267–284. doi: 10.1016/0022-2836(73)90005-3. [DOI] [PubMed] [Google Scholar]
  11. Kiger J. A., Jr, Young E. T., 2nd, Sinsheimer R. L. Purification and properties of intracellular lamba DNA rings. J Mol Biol. 1968 Apr 28;33(2):395–413. doi: 10.1016/0022-2836(68)90197-6. [DOI] [PubMed] [Google Scholar]
  12. Kriek E., Miller J. A., Juhl U., Miller E. C. 8-(N-2-fluorenylacetamido)guanosine, an arylamidation reaction product of guanosine and the carcinogen N-acetoxy-N-2-fluorenylacetamide in neutral solution. Biochemistry. 1967 Jan;6(1):177–182. doi: 10.1021/bi00853a029. [DOI] [PubMed] [Google Scholar]
  13. Kriek E., Reitsema J. Interaction of the carcinogen N-acetoxy-N-2-acetylaminofluorene with polyadenylic acid: dependence of reactivity on conformation. Chem Biol Interact. 1971 Oct;3(5):397–400. doi: 10.1016/0009-2797(71)90019-6. [DOI] [PubMed] [Google Scholar]
  14. Laishes B. A., Stich H. F. Relative DNA damage induced in cultured human skin fibroblasts by exposure to the precarcinogen 2-acetylaminofluorene, the proximate carcinogen N-hydroxy-2-acetylaminofluorene, and the ultimate carcinogen N-acetoxy-2-acetylaminofluorene. Can J Biochem. 1973 Jul;51(7):990–994. doi: 10.1139/o73-128. [DOI] [PubMed] [Google Scholar]
  15. Levine A. F., Fink L. M., Weinstein I. B., Grunberger D. Effect of N-2-acetylaminofluorene modification on the conformation of nucleic acids. Cancer Res. 1974 Feb;34(2):319–327. [PubMed] [Google Scholar]
  16. Maher V. M., Miller E. C., Miller J. A., Szybalski W. Mutations and decreases in density of transforming DNA produced by derivatives of the carcinogens 2-acetyl-aminofluorene and N-methyl-4-aminoazobenzene. Mol Pharmacol. 1968 Sep;4(5):411–426. [PubMed] [Google Scholar]
  17. Michelson A. M., Kapuler A. M., Pochon F. Some properties of polyadenylic acid and DNA after treatment with the carcinogen N-acetoxy-2-acetylamino-fluorene. Biochim Biophys Acta. 1972 Apr 12;262(4):441–448. doi: 10.1016/0005-2787(72)90487-x. [DOI] [PubMed] [Google Scholar]
  18. Miller J. A. Carcinogenesis by chemicals: an overview--G. H. A. Clowes memorial lecture. Cancer Res. 1970 Mar;30(3):559–576. [PubMed] [Google Scholar]
  19. Rupert C. S. Dosimetric concepts in photobiology. Photochem Photobiol. 1974 Sep;20(3):203–212. doi: 10.1111/j.1751-1097.1974.tb06568.x. [DOI] [PubMed] [Google Scholar]
  20. Troll W., Rinde E., Day P. Effect on N-7 and C-8 substitution of guanine in DNA on Tm, buoyant density and RNA polymerase priming. Biochim Biophys Acta. 1969 Jan 21;174(1):211–219. doi: 10.1016/0005-2787(69)90244-5. [DOI] [PubMed] [Google Scholar]
  21. Waring M. Variation of the supercoils in closed circular DNA by binding of antibiotics and drugs: evidence for molecular models involving intercalation. J Mol Biol. 1970 Dec 14;54(2):247–279. doi: 10.1016/0022-2836(70)90429-8. [DOI] [PubMed] [Google Scholar]

Articles from Biophysical Journal are provided here courtesy of The Biophysical Society

RESOURCES