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Sequence-Specific Alkylation and Cleavage of DNA Mediated by Purine Motif Triple Helix Formation

Grant, Kathryn B. and Dervan, Peter B. (1996) Sequence-Specific Alkylation and Cleavage of DNA Mediated by Purine Motif Triple Helix Formation. Biochemistry, 35 (38). pp. 12313-9. ISSN 0006-2960. doi:10.1021/bi9608469. https://resolver.caltech.edu/CaltechAUTHORS:20160510-104008410

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Abstract

An N-bromoacetyl electrophile attached to the 5‘-phosphate group of a purine-rich oligonucleotide affords sequence-specific alkylation of duplex DNA (at 37 °C, pH 7.4) through the formation of a specific purine·purine·pyrimidine triple-helical complex. In a 645 bp restriction fragment containing three consecutive guanine bases adjacent to the 3‘-end of an oligonucleotide binding site, the yield of single-strand cleavage after piperidine treatment is 80% at the guanine base directly adjacent to the binding site and 88% overall. In an 837 bp restriction fragment containing two adjacent inverted repeats of the third strand binding site and a single 3‘-guanine base, yields of single-strand cleavage are 87% on each strand at the 3‘-guanine base. Double-strand cleavage was obtained in 61% yield at a single site in a 6.6 kbp plasmid containing the 837 bp fragment. Extension of triple helix mediated DNA alkylation from the pyrimidine to purine motif formally extends the number of sites in duplex DNA that can be cleaved in a sequence-specific and nucleotide-specific manner in good yields.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/bi9608469DOIArticle
http://pubs.acs.org/doi/abs/10.1021/bi9608469PublisherArticle
ORCID:
AuthorORCID
Dervan, Peter B.0000-0001-8852-7306
Additional Information:© 1996 American Chemical Society. Publication Date (Web): September 24, 1996. This research was supported by an NIH grant to P.B.D. (GM-81747) and by an NIH postdoctoral fellowship to K.B.G. (GM-16965-02).
Funders:
Funding AgencyGrant Number
NIHGM-81747
NIH Postdoctoral FellowshipGM-16965-02
Issue or Number:38
DOI:10.1021/bi9608469
Record Number:CaltechAUTHORS:20160510-104008410
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160510-104008410
Official Citation:Sequence-Specific Alkylation and Cleavage of DNA Mediated by Purine Motif Triple Helix Formation Kathryn B. Grant and Peter B. Dervan Biochemistry 1996 35 (38), 12313-12319 DOI: 10.1021/bi9608469
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:66890
Collection:CaltechAUTHORS
Deposited By: Victoria Brennan
Deposited On:17 May 2016 17:12
Last Modified:11 Nov 2021 00:23

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