Formation of etheno adducts of adenosine and cytidine from 1-halooxiranes. Evidence for a mechanism involving initial reaction with the endocyclic nitrogen atoms
FP Guengerich, VD Raney
Index: Guengerich, F. Peter; Raney, Veronica M. Journal of the American Chemical Society, 1992 , vol. 114, # 3 p. 1074 - 1080
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Citation Number: 26
Abstract
Abstract: The etheno derivatives of nucleic acid bases contain an additional ring and are of interest because of their useful fluorescence properties and their potential as mutagenic lesions in DNA. The mechanism of formation from 2-haloacetaldehydes is known to involve initial Schiff base formation at an exocyclic nitrogen; however, mechanisms of formation from the more relevant 1-substituted oxiranes have not been established. The reaction of N6- ...
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