title: Site-specific modification of the lactose operator with acetylaminofluorene.
abstract: We have synthesized the tetradecamer GAGCXGATAACAAG containing a part of the sequence of the lactose operator. A guanine base in the sequence is replaced by the adduct of the carcinogen 2-acetylaminofluorene with guanine. Under the standard conditions of de-protection, the fluorene moiety is lost, leaving behind a guanine oxidation product. New conditions of de-protection have been developed which allow the isolation of an oligonucleotide containing the adduct of 2-aminofluorene with guanine. The presence of the aminofluorene adduct greatly increases retention on reverse phase chromatography and produces a unique pattern of sequencing bands.
mesh_terms: D015073:2-Acetylaminofluorene / Q000494:pharmacology*; D001483:Base Sequence; D007763:Lac Operon / Q000187:drug effects*; D009843:Oligoribonucleotides / Q000138:chemical synthesis; D013056:Spectrophotometry, Ultraviolet
chemical_list: D009843:Oligoribonucleotides; D015073:2-Acetylaminofluorene