Tuning of intercalation and electron-transfer processes between DNA and acridinium derivatives through steric effects

Bioconjugate Chemistry

Volumn 15, Issue 6, 2004, Pages 1230-1235

  Joseph, Joshy ^a   Kuruvilla, Elizabeth ^a   Achuthan, Asha T ^a   Ramaiah, Danaboyina ^a   Schuster, Gary B ^b  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

^b GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING ENERGY; ELECTRON TRANSITIONS; FLUORESCENCE; LIGANDS;

BIOPHYSICAL TECHNIQUES; DNA BINDING AFFINITY; DNA INTERACTION; DNA MELTING; DNA-BINDING; ELECTRON TRANSFER PROCESS; FLUORESCENCE QUANTUM YIELD; STERIC EFFECT; STERIC FACTOR; SYNTHESISED;

DNA;

2 TOLYLACRIDINIUM DERIVATIVE; ACRIDINE DERIVATIVE; DNA; METHYLACRIDINIUM DERIVATIVE; UNCLASSIFIED DRUG;

CHEMICAL COMPOSITION; CONFERENCE PAPER; DNA BINDING; ELECTRON TRANSPORT; FLUORESCENCE; MELTING POINT; QUANTUM MECHANICS; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS; VISCOSITY;

EID: 9244222243     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc0498222     Document Type: Conference Paper

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38. Minimum energy conformations were obtained by AM1 calculations using Titan Version 1 software from Wavefunction, Inc.; 18401, Von Karman, Suite 370, Irvine, CA 92612.
39. Change in free energy values calculated for electron transfer from DNA bases to the singlet excited state of acridinium are ΔG = -0.89, -0.76, -0.58, and -0.48 for guanosine, adenosine, pyridine, and thymidine, respectively; for nucleoside oxidation potentials, S. Steenken, S., and Jovanovich, S. V. (1997) How easily oxidizable is DNA? One-electron reduction potentials of adenosine and guanosine radicals in aqueous solution. J. Am. Chem. Soc. 119, 617-618 and reduction potential of acridinium moiety (-0.57 eV vs SCE) was taken from C. K Mann, K. K. Barnes (1970) Electrochemical Reactions in Nonaqueous Systems, Marcel Dekker, Inc., New York.
40. Change in free energy values calculated for electron transfer from DNA bases to the singlet excited state of acridinium are ΔG = -0.89, -0.76, -0.58, and -0.48 for guanosine, adenosine, pyridine, and thymidine, respectively; for nucleoside oxidation potentials, S. Steenken, S., and Jovanovich, S. V. (1997) How easily oxidizable is DNA? One-electron reduction potentials of adenosine and guanosine radicals in aqueous solution. J. Am. Chem. Soc. 119, 617-618 and reduction potential of acridinium moiety (-0.57 eV vs SCE) was taken from C. K Mann, K. K. Barnes (1970) Electrochemical Reactions in Nonaqueous Systems, Marcel Dekker, Inc., New York.