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Nucleic Acids Research, 1985, Vol. 13, No. 19 7067-7077
© 1985

Articles

Stereospecific removal of methyl phosphotriesters from DNA by an Escherichia coli ada+ extract

Michael Weinfeld*, Alex F. Drake1, John K. Saunders2 and Malcolm C. Paterson*

Health Sciences Division, Atomic Energy of Canada Limited, Chalk River Nuclear Laboratories Chalk River, Ontario K0J 1J0, Canada 1Department of Chemistry, King's College London London WC2R 2LS, UK 2Division of Biological Sciences, National Research Council Ottawa, Ontario K1A 0R6, Canada

Received June 5, 1985. Revised September 5, 1985. Accepted September 5, 1985.

The ada+ gene product, a DNA methyltransferase present in extracts from an Escherichia coli strain constitutive for the adaptive response, removes only half of the methyl phosphotriesters from alkylated DNA. Since DNA phosphotriesters occur in two isomeric configurations (denoted Rp and Sp), we examined whether this reflects a stereospecific mode of repair by the methyltransferase. Analysis by reverse-phase HPLC, phosphorus NMR and circular dichroism established that only triesters in the Sp configuration are acted upon by the E. coil extract.

*Present address: Molecular Genetics and Carcinogenesis Program, Department of Medicine, Cross Cancer Institute, 11560 University Avenue, Edmonton, Alberta T6G 1Z2, Canada


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