Skip to main content
NCBI home page
Nucleic Acids Research logoLink to Nucleic Acids Research
. 1975 Dec;2(12):2269–2278. doi: 10.1093/nar/2.12.2269

Mechanism of the mutagenic action of hydroxylamine. IX. The UV-induced cleavage of the N-O bond in N4-hydroxy-and N4-methoxycytidine and N6-methoxyadenosine.

N A Simukova, D Y Yakovlev, E I Budowsky
PMCID: PMC343594  PMID: 1052542

Abstract

The principal UV-induced (lambda = 2546nm) reaction of N4-hydroxy- and N4methoxycytidines and N6-methoxyadenosine in neutral aqueous solutions is cleavage of the exocyclic N-O bond with the respective formation of cytidine and adenosine. Quantum yields are 2.8x10(-3) and 2.2x10(-3) M/E for the first two compounds and 9.1x10(-3) M/E for N6-methoxyadenosine.

Full text

PDF
2269

Selected References

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

  1. Brown D. M., Hewlins M. J., Schell P. The tautomeric state of N(4)-hydroxy- and of N(4)-amino-cytosine derivatives. J Chem Soc Perkin 1. 1968;15:1925–1929. doi: 10.1039/j39680001925. [DOI] [PubMed] [Google Scholar]
  2. Budowsky E. I. The mechanism of the mutagenic action of hydroxylamines. Prog Nucleic Acid Res Mol Biol. 1976;16:125–188. doi: 10.1016/s0079-6603(08)60757-6. [DOI] [PubMed] [Google Scholar]
  3. Hariharan P. V., Johns H. E. Rate constants for the dehydration of single and double hydrates of cytidylyl (3'-5')--cytidine. Photochem Photobiol. 1968 Mar;7(3):239–252. doi: 10.1111/j.1751-1097.1968.tb08013.x. [DOI] [PubMed] [Google Scholar]
  4. Herbert M. A., LeBlanc J. C., Weinblum D., Johns H. E. Properties of thymine dimers. Photochem Photobiol. 1969 Jan;9(1):33–43. doi: 10.1111/j.1751-1097.1969.tb05907.x. [DOI] [PubMed] [Google Scholar]
  5. Hutchinson F. The lesions produced by ultraviolet light in DNA containing 5-bromouracil. Q Rev Biophys. 1973 May;6(2):201–246. doi: 10.1017/s0033583500001141. [DOI] [PubMed] [Google Scholar]
  6. Iida S., Chung K. C., Hayatsu H. The reaction of hydroxylamine with 4-thiouridine. Biochim Biophys Acta. 1973 May 10;308(2):198–204. doi: 10.1016/0005-2787(73)90149-4. [DOI] [PubMed] [Google Scholar]
  7. Kazimierczuk Z., Giziewicz J., Shugar D. Photochemical transformation of N1-methoxyadenine and N1-methoxy-9-methyladenine. Acta Biochim Pol. 1973;20(2):169–179. [PubMed] [Google Scholar]
  8. Pleiss M. G., Cerutti P. A. Phototransformation of 4-thiouridine in Escherichia coli valine transfer ribonucleic acid to uridine, cytidine, and N 4 -methylcytidine. Biochemistry. 1971 Aug 3;10(16):3093–3099. doi: 10.1021/bi00792a017. [DOI] [PubMed] [Google Scholar]

Articles from Nucleic Acids Research are provided here courtesy of Oxford University Press

RESOURCES