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Apurinic DNA: Modelisation and Reactivity Towards 9-Aminoellipticine and Related Amines |
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| Authors: | Jean-Jacques Vasseur Bernard Rayner Jean-Louis Imbach Jean-Remi Bertrand Claude Malvy Claude Paoletti |
| Institution: | 1. Laboratoire de Chimie Bio-Orqanique, UA 488 du CNRS. Université des Sciences et Techniques du Lanquedoc , Place E. Bataillon, 34060, Montpellier Cédex, France;2. Laboratoire de Biochimie-Enzvmoloqie, UA 147 du CNRS, U 140 INSERM, Institut Gustave-Roussv , 94805, Villejuif cédex, France |
| Abstract: | Abstract The mechanism of breakage of the model apurinic oliaonucieotide Tp(AP)pT by 9 aminoellipticine and the structurally related 3-aminocarbazole was investigated. Breakage results from the formation of an unstable Schiff base between the aldehyde group of the apurinic site and the aromatic amines. followed by fact β-elimination of 5′ -Dhasphate thymidine. An α.13-Othvlenic Schiff base is then formed which can account for the specific fluorescence observed during the reaction between apurinic DNA and 9-aminoellipticine. |
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