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Nucleic Acids Research, 1983, Vol. 11, No. 15 5093-5102
© 1983

MOLECULAR BIOLOGY

Site-specific modification of the lactose operator with acetylaminofluorene

Gerhard Stöhrer*, Judith A. Osband* and Gabriel Alvarado-Urbina+

*Department of Chemical Carcinogenesis, Sloan-Kettering Institute for Cancer Research Rye, NY 10580, USA +BioLogicals Ottawa, K1Y 4P1 Canada

Received June 3, 1983. Revised July 4, 1983. Accepted July 4, 1983.

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 amino-fluorene adduct greatly increases retention on reverse phase chromatography and produces a unique pattern of sequencing bands.


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