DNA-Mediated Electrochemistry of Disulfides on Graphite
- Creators
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Gorodetsky, Alon A.
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Barton, Jacqueline K.
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.
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.Attached Files
Supplemental Material - ja071006s_si_001.pdf
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Additional details
- Eprint ID
- 64833
- DOI
- 10.1021/ja071006s
- Resolver ID
- CaltechAUTHORS:20160229-085218437
- NIH
- GM61077
- Created
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2016-02-29Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field