Photoanalogues of the initiation substrates of the RNA polymerase II, 5-azido-2-nitrobenzoyl derivatives of the ATP gamma-amidophosphate: the possible photoinduced degradation of the functional group to an N-arylhydroxylamine

Nucleosides Nucleotides Nucleic Acids. 2004 Oct;23(6-7):921-5. doi: 10.1081/NCN-200026041.

Abstract

Photoanlogues of the initiation substrates of the RNA polymerase II, N3ArNH(CH2)(n)NHpppA where N3Ar is 5-azido-2-nitrobenzoyl group (n = 2 or 4) were synthesized, allowing the preparation of photoreactive oligonucleotides in situ by RNA polymerase II for application as photolabels. Photolysis of p-nitro-substituted aromatic azide in aqueous medium was investigated. Using the azoxy-coupling reaction it was possible to determine whether a nitrene or p-nitrophenyl hydroxylamine azoxy compound is the trappable intermediate that is generated at ambient temperature in aqueous solution.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine Triphosphate / analogs & derivatives*
  • Adenosine Triphosphate / chemistry*
  • Autoradiography
  • Azides / chemistry*
  • Electrophoresis, Polyacrylamide Gel
  • Hydroxylamines / chemistry*
  • Photochemistry
  • RNA Polymerase II / antagonists & inhibitors*
  • RNA Polymerase II / metabolism
  • Substrate Specificity

Substances

  • Azides
  • Hydroxylamines
  • Adenosine Triphosphate
  • RNA Polymerase II