Electrochemical detection of DNA hybridization via bis-intercalation of a naphthylimide-functionalized viologen dimer

Eli G. Hvastkovs; Daniel A. Buttry

doi:10.1021/ac070358e

Electrochemical detection of DNA hybridization via bis-intercalation of a naphthylimide-functionalized viologen dimer

Eli G. Hvastkovs, Daniel A. Buttry

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

The synthesis and DNA binding properties of a bis-naphthyl imide tetracationic diviologen compound NI-(CH₂)₃V ²⁺(CH₂)₆V²⁺(CH₂) ₃NI (where V²⁺ = 4,4′-bipyridinium and NI = naphthyl imide, NIV) are described. Binding to thiolated ssDNA and dsDNA immobilized at Au electrodes was characterized using the electrochemical response for reduction of the V²⁺ state to the V⁺ (viologen radical cation) state. Isotherms and binding constants for this molecule to both forms of immobilized DNA were generated in this fashion. The character of the binding isotherm for dsDNA suggests bis-intercalation. Under high saline conditions, the diviologen molecule dissociated 160 times slower from dsDNA compared to ssDNA. Slow dissociation kinetics from dsDNA (k_d =7.0 × 10 ^-5 s^-1) allow this molecule to be used as an effective DNA hybridization indicator.

Original language	English (US)
Pages (from-to)	6922-6926
Number of pages	5
Journal	Analytical chemistry
Volume	79
Issue number	18
DOIs	https://doi.org/10.1021/ac070358e
State	Published - Sep 15 2007
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry

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title = "Electrochemical detection of DNA hybridization via bis-intercalation of a naphthylimide-functionalized viologen dimer",

abstract = "The synthesis and DNA binding properties of a bis-naphthyl imide tetracationic diviologen compound NI-(CH2)3V 2+(CH2)6V2+(CH2) 3NI (where V2+ = 4,4′-bipyridinium and NI = naphthyl imide, NIV) are described. Binding to thiolated ssDNA and dsDNA immobilized at Au electrodes was characterized using the electrochemical response for reduction of the V2+ state to the V+ (viologen radical cation) state. Isotherms and binding constants for this molecule to both forms of immobilized DNA were generated in this fashion. The character of the binding isotherm for dsDNA suggests bis-intercalation. Under high saline conditions, the diviologen molecule dissociated 160 times slower from dsDNA compared to ssDNA. Slow dissociation kinetics from dsDNA (kd =7.0 × 10 -5 s-1) allow this molecule to be used as an effective DNA hybridization indicator.",

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T1 - Electrochemical detection of DNA hybridization via bis-intercalation of a naphthylimide-functionalized viologen dimer

AU - Hvastkovs, Eli G.

AU - Buttry, Daniel A.

PY - 2007/9/15

Y1 - 2007/9/15

N2 - The synthesis and DNA binding properties of a bis-naphthyl imide tetracationic diviologen compound NI-(CH2)3V 2+(CH2)6V2+(CH2) 3NI (where V2+ = 4,4′-bipyridinium and NI = naphthyl imide, NIV) are described. Binding to thiolated ssDNA and dsDNA immobilized at Au electrodes was characterized using the electrochemical response for reduction of the V2+ state to the V+ (viologen radical cation) state. Isotherms and binding constants for this molecule to both forms of immobilized DNA were generated in this fashion. The character of the binding isotherm for dsDNA suggests bis-intercalation. Under high saline conditions, the diviologen molecule dissociated 160 times slower from dsDNA compared to ssDNA. Slow dissociation kinetics from dsDNA (kd =7.0 × 10 -5 s-1) allow this molecule to be used as an effective DNA hybridization indicator.

AB - The synthesis and DNA binding properties of a bis-naphthyl imide tetracationic diviologen compound NI-(CH2)3V 2+(CH2)6V2+(CH2) 3NI (where V2+ = 4,4′-bipyridinium and NI = naphthyl imide, NIV) are described. Binding to thiolated ssDNA and dsDNA immobilized at Au electrodes was characterized using the electrochemical response for reduction of the V2+ state to the V+ (viologen radical cation) state. Isotherms and binding constants for this molecule to both forms of immobilized DNA were generated in this fashion. The character of the binding isotherm for dsDNA suggests bis-intercalation. Under high saline conditions, the diviologen molecule dissociated 160 times slower from dsDNA compared to ssDNA. Slow dissociation kinetics from dsDNA (kd =7.0 × 10 -5 s-1) allow this molecule to be used as an effective DNA hybridization indicator.

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Electrochemical detection of DNA hybridization via bis-intercalation of a naphthylimide-functionalized viologen dimer

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