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Sequence-specific double-strand alkylation and cleavage of DNA mediated by triple-helix formation

Povsic, Thomas J. and Strobel, Scott A. and Dervan, Peter B. (1992) Sequence-specific double-strand alkylation and cleavage of DNA mediated by triple-helix formation. Journal of the American Chemical Society, 114 (15). pp. 5934-5941. ISSN 0002-7863. doi:10.1021/ja00041a005.

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Attachment of the nondiffusible electrophile N-bromoacetyl to the 5-position of a thymine at the 5'-end of a pyrimidine oligodeoxyribonucleotide affords sequence specific alkylation of a guanine two base pairs to the 5'-side of a local triple-helix complex in >96% yield. N-Bromoacetyloligodeoxyribonucleotides bind adjacent inverted purine tracts on double-helical DNA by triple-helix formation and alkylate single guanine positions on opposite strands at 37-degrees-C (pH 7.4). After depurination, double-strand cleavage at a single site within plasmid DNA (4 kp in size) occurs in greater than 85% yield. The resulting DNA fragments from site-specific alkylation and cleavage can be ligated with DNA fragments generated by restriction endonuclease digestion. This nonenzymatic approach which couples sequence-specific recognition with sequence-dependent cleavage affords double-strand site-specific cleavage in megabase size DNA. A yeast chromosome, 340 000 base pairs in size, was cleaved at a single site in 85-90% yield.

Item Type:Article
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Dervan, Peter B.0000-0001-8852-7306
Additional Information:© 1992 American Chemical Society. Received February 12, 1992. We are grateful for generous support from the National Institutes of Health (GM-35724 and HG-00329), a Parsons predoctoral fellowship to T.J.P., and a Howard Hughes Medical Institute predoctoral fellowship to S.A.S.
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Ralph M. Parsons FoundationUNSPECIFIED
Howard Hughes Medical Institute (HHMI)UNSPECIFIED
Issue or Number:15
Record Number:CaltechAUTHORS:20160510-141758758
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Official Citation:Sequence-specific double-strand alkylation and cleavage of DNA mediated by triple-helix formation Thomas J. Povsic, Scott A. Strobel, and Peter B. Dervan Journal of the American Chemical Society 1992 114 (15), 5934-5941 DOI: 10.1021/ja00041a005
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:66938
Deposited By: Victoria Brennan
Deposited On:19 May 2016 18:05
Last Modified:11 Nov 2021 00:24

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