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DNA-Mediated Electrochemistry of Disulfides on Graphite

Gorodetsky, Alon A. and Barton, Jacqueline K. (2007) DNA-Mediated Electrochemistry of Disulfides on Graphite. Journal of the American Chemical Society, 129 (19). pp. 6074-6075. ISSN 0002-7863. doi:10.1021/ja071006s. https://resolver.caltech.edu/CaltechAUTHORS:20160229-085218437

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Abstract

The electrochemistry of disulfides incorporated into the sugar−phosphate backbone of pyrene-modified DNA has been examined on highly oriented pyrolytic graphite (HOPG). Two signals, one irreversible, one reversible, are observed at −160 and −290 mV versus normal hydrogen electrode, respectively. The inclusion of a single base mismatch in the DNA duplex below the location of the disulfide leads to a significant attenuation in the electrochemical signal, while the inclusion of a mismatch above the disulfide has little effect on the electrochemistry observed. Thus disulfide reduction in the DNA backbone appears to be DNA-mediated. The redox couples found show a strong pH dependence consistent with formation of a disulfide radical anion or 2e- reduction of the disulfide to the two thiols. These data demonstrate that DNA electrochemistry can be utilized to promote disulfide reduction at a distance mediated by the DNA duplex.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja071006sDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja071006sPublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ja071006sPublisherSupporting Information
ORCID:
AuthorORCID
Gorodetsky, Alon A.0000-0002-3811-552X
Barton, Jacqueline K.0000-0001-9883-1600
Additional Information:© 2007 American Chemical Society. Received February 12, 2007. Publication Date (Web): April 26, 2007. We are grateful to the NIH (Grant GM61077) for their financial support. We thank David Gleason-Rohrer for assistance with the XPS measurements.
Funders:
Funding AgencyGrant Number
NIHGM61077
Issue or Number:19
DOI:10.1021/ja071006s
Record Number:CaltechAUTHORS:20160229-085218437
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160229-085218437
Official Citation:DNA-Mediated Electrochemistry of Disulfides on Graphite Alon A. Gorodetsky and Jacqueline K. Barton Journal of the American Chemical Society 2007 129 (19), 6074-6075 DOI: 10.1021/ja071006s
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:64833
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:29 Feb 2016 17:43
Last Modified:10 Nov 2021 23:36

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