A Caltech Library Service

Electrochemistry of Methylene Blue Bound to a DNA-Modified Electrode

Kelley, Shana O. and Barton, Jacqueline K. and Jackson, Nicole M. and Hill, Michael G. (1997) Electrochemistry of Methylene Blue Bound to a DNA-Modified Electrode. Bioconjugate Chemistry, 8 (1). pp. 31-37. ISSN 1043-1802. doi:10.1021/bc960070o.

[img] PDF (Kinetics fit for 0.1 µM MB at a DNA-derivatized electrode; cyclic voltammogram of MB at an alkanethiol-modified gold electrode) - Supplemental Material
See Usage Policy.


Use this Persistent URL to link to this item:


Gold surfaces have been derivatized with 15-base-pair double-stranded DNA oligonucleotides containing a pendant 5‘ hexanethiol linker. The electrochemistry of intercalated methylene blue has been investigated at these modified electrodes. Chronocoulometry, cyclic voltammetry, ellipsometry, and quantitation via ^(32)P labeling are all consistent with a surface coverage of ≥ 75% with the DNA helices stacked at an angle from the electrode surface. Cyclic voltammetry at low methylene blue/duplex stoichiometries yields well-behaved surface waves with E° = −0.25 V (vs SCE), a value 0.03 V negative of that in aqueous solution. A binding isotherm for methylene blue at an electrode derivatized with the double-stranded sequence 5‘ SH-(CH_2)_6-p-AGTACAGTCATCGCG 3‘ was obtained from coulometric titrations and gave an affinity constant equal to 3.8(5) × 10^6 M^(-1) with a saturation value of 1.4(2) methylene blue intercalators per DNA duplex. Taken together, these experiments support a model for the surface morphology in which DNA duplexes are densely packed; methylene blue therefore reversibly binds to sites in the DNA that are close to the bulk solution. Electrochemistry at DNA-derivatized electrodes provides a valuable methodology to examine DNA-bound redox reactions and may offer new insight into DNA-mediated electron transfers.

Item Type:Article
Related URLs:
URLURL TypeDescription ItemSupporting Information
Kelley, Shana O.0000-0003-3360-5359
Barton, Jacqueline K.0000-0001-9883-1600
Additional Information:© 1997 American Chemical Society. Received August 1, 1996. Publication Date (Web): January 29, 1997. We are grateful to the NIH (GM49216 to J.K.B.), the Research Corporation (M.G.H.), the Camille and Henry Dreyfus Foundation (M.G.H.), and the NSF (DUE-9551647 to M.G.H.) for their financial support. In addition, we thank Ashish Bansal for assistance with the ellipsometry experiments and Professor F. C. Anson for helpful discussions.
Funding AgencyGrant Number
Research CorporationUNSPECIFIED
Camille and Henry Dreyfus FoundationUNSPECIFIED
Issue or Number:1
Record Number:CaltechAUTHORS:20160405-110030531
Persistent URL:
Official Citation:Electrochemistry of Methylene Blue Bound to a DNA-Modified Electrode Shana O. Kelley and, Jacqueline K. Barton, Nicole M. Jackson and, and Michael G. Hill Bioconjugate Chemistry 1997 8 (1), 31-37 DOI: 10.1021/bc960070o
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:65929
Deposited By: Ruth Sustaita
Deposited On:06 Apr 2016 18:48
Last Modified:10 Nov 2021 23:51

Repository Staff Only: item control page