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Fast Back Electron Transfer Prevents Guanine Damage by Photoexcited Thionine Bound to DNA

Dohno, Chikara and Stemp, Eric D. A. and Barton, Jacqueline K. (2003) Fast Back Electron Transfer Prevents Guanine Damage by Photoexcited Thionine Bound to DNA. Journal of the American Chemical Society, 125 (32). pp. 9586-9587. ISSN 0002-7863. doi:10.1021/ja036397z. https://resolver.caltech.edu/CaltechAUTHORS:20160208-162638030

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Abstract

The phenothiazinium dye thionine has a high excited state reduction potential and is quenched by guanine on the femtosecond time scale. Here, we show by gel electrophoresis that irradiation of thionine with 599 nm light in the presence of an oligonucleotide duplex does not produce permanent DNA damage. Upon photoexcitation of thionine weakly associated with guanosine-5‘-monophosphate, the reduced protonated thionine radical and neutral guanine radical are detected by transient absorption spectroscopy, indicating that the quenching of thionine by guanine occurs via an electron-transfer mechanism. The observation of radical formation without permanent guanine damage indicates that fast back electron transfer plays a critical role in governing the yield of damage by DNA-binding molecules.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja036397zDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja036397zPublisherArticle
ORCID:
AuthorORCID
Stemp, Eric D. A.0000-0003-2098-4214
Barton, Jacqueline K.0000-0001-9883-1600
Additional Information:© 2003 American Chemical Society. Received May 28, 2003. Publication Date (Web): July 22, 2003. We are grateful to the NIH for financial support (GM49216). C.D. also thanks the JSPS for a postdoctoral fellowship.
Funders:
Funding AgencyGrant Number
NIHGM49216
Japan Society for the Promotion of Science (JSPS)UNSPECIFIED
Issue or Number:32
DOI:10.1021/ja036397z
Record Number:CaltechAUTHORS:20160208-162638030
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160208-162638030
Official Citation:Fast Back Electron Transfer Prevents Guanine Damage by Photoexcited Thionine Bound to DNA Chikara Dohno, Eric D. A. Stemp, and Jacqueline K. Barton Journal of the American Chemical Society 2003 125 (32), 9586-9587 DOI: 10.1021/ja036397z
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:64321
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:09 Feb 2016 15:48
Last Modified:10 Nov 2021 23:29

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