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DNA Charge Transport Leading to Disulfide Bond Formation

Takada, Tadao and Barton, Jacqueline K. (2005) DNA Charge Transport Leading to Disulfide Bond Formation. Journal of the American Chemical Society, 127 (35). pp. 12204-12205. ISSN 0002-7863. doi:10.1021/ja054306n. https://resolver.caltech.edu/CaltechAUTHORS:20160209-123604635

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Abstract

Here, we show that DNA-mediated charge transport (CT) can lead to the oxidation of thiols to form disulfide bonds in DNA. DNA assemblies were prepared possessing anthraquinone (AQ) as a photooxidant spatially separated on the duplex from two SH groups incorporated into the DNA backbone. Upon AQ irradiation, HPLC analysis reveals DNA ligated through a disulfide. The reaction efficiency is seen to vary in assemblies containing intervening DNA mismatches, confirming that the reaction is DNA-mediated. Interestingly, one intervening mismatch near the thiols promotes an increase in efficiency, which we attribute to increased base dynamics. Hence, here, where the reaction is on the backbone rather than within the base stack, stacking perturbations do not necessarily lead to an inhibitory effect on DNA CT.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja054306nDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja054306nPublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ja054306nPublisherSupporting Information
ORCID:
AuthorORCID
Barton, Jacqueline K.0000-0001-9883-1600
Additional Information:© 2005 American Chemical Society. Received June 29, 2005. Publication Date (Web): August 16, 2005. We are grateful to the NIH (GM49216) for financial support. T.T. thanks the Japan Society for the Promotion of Science for a postdoctoral fellowship.
Funders:
Funding AgencyGrant Number
NIHGM49216
Japan Society for the Promotion of Science (JSPS)UNSPECIFIED
Issue or Number:35
DOI:10.1021/ja054306n
Record Number:CaltechAUTHORS:20160209-123604635
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160209-123604635
Official Citation:DNA Charge Transport Leading to Disulfide Bond Formation Tadao Takada and Jacqueline K. Barton Journal of the American Chemical Society 2005 127 (35), 12204-12205 DOI: 10.1021/ja054306n
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:64338
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:09 Feb 2016 21:27
Last Modified:10 Nov 2021 23:29

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