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Title: An exploration of sequence specific DNA-duplex/pyrene interactions for intercalated and surface-associated pyrene species. Technical progress report

Abstract

The use of both short (5-atom) and long (12-atom) covalent linking chains to attach, respectively, a pyrenesulfonate or a pyrenebutyrate moiety to a central region of a DNA duplex allows construction of DNA-duplex/pyrene assemblies of two types. Long linking chains permit pyrene to intercalate within the DNA duplex, while the short chains constrain pyrene to remain in the outer-surface region of the major-groove of the duplex. Electrochemical data suggest that reductive electron-transfer (ET) quenching of photoexcited pyrene (pyrene*) labels will be most exothermic for guanosine than for the other three DNA nucleosides and that oxidative ET quenching of pyrene* will be most exothermic for thymidine than for the other three DNA nucleosides. The study combines two effects, (1) differential DNA/pyrene geometries in covalent assemblies with different length linking chains and (2) differential ET quenching reactivities among the DNA nucleotides to explore sequence specific and duplex/pyrene association specific effects on DNA-base ionization reactions. This report describes progress in synthesizing target pyrene-labeled nucleosides and oligonucleotides, in commissioning our fluorescence lifetime measurement system, and in the photochemical behavior of pyrene-labeled nucleosides, single strands of DNA, and duplexes of DNA.

Authors:
Publication Date:
Research Org.:
Georgia State Univ., Atlanta, GA (United States). Dept. of Chemistry
Sponsoring Org.:
USDOE, Washington, DC (United States)
OSTI Identifier:
10145812
Report Number(s):
DOE/ER/61604-1
ON: DE94010744; BR: KP0303000
DOE Contract Number:  
FG05-93ER61604
Resource Type:
Technical Report
Resource Relation:
Other Information: PBD: 7 Jan 1994
Country of Publication:
United States
Language:
English
Subject:
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.; PYRENE; DNA ADDUCTS; CHEMICAL PREPARATION; FLUORESCENCE SPECTROSCOPY; ABSORPTION SPECTROSCOPY; OLIGONUCLEOTIDES; PROGRESS REPORT; 560300; CHEMICALS METABOLISM AND TOXICOLOGY

Citation Formats

Netzel, T L. An exploration of sequence specific DNA-duplex/pyrene interactions for intercalated and surface-associated pyrene species. Technical progress report. United States: N. p., 1994. Web. doi:10.2172/10145812.
Netzel, T L. An exploration of sequence specific DNA-duplex/pyrene interactions for intercalated and surface-associated pyrene species. Technical progress report. United States. https://doi.org/10.2172/10145812
Netzel, T L. Fri . "An exploration of sequence specific DNA-duplex/pyrene interactions for intercalated and surface-associated pyrene species. Technical progress report". United States. https://doi.org/10.2172/10145812. https://www.osti.gov/servlets/purl/10145812.
@article{osti_10145812,
title = {An exploration of sequence specific DNA-duplex/pyrene interactions for intercalated and surface-associated pyrene species. Technical progress report},
author = {Netzel, T L},
abstractNote = {The use of both short (5-atom) and long (12-atom) covalent linking chains to attach, respectively, a pyrenesulfonate or a pyrenebutyrate moiety to a central region of a DNA duplex allows construction of DNA-duplex/pyrene assemblies of two types. Long linking chains permit pyrene to intercalate within the DNA duplex, while the short chains constrain pyrene to remain in the outer-surface region of the major-groove of the duplex. Electrochemical data suggest that reductive electron-transfer (ET) quenching of photoexcited pyrene (pyrene*) labels will be most exothermic for guanosine than for the other three DNA nucleosides and that oxidative ET quenching of pyrene* will be most exothermic for thymidine than for the other three DNA nucleosides. The study combines two effects, (1) differential DNA/pyrene geometries in covalent assemblies with different length linking chains and (2) differential ET quenching reactivities among the DNA nucleotides to explore sequence specific and duplex/pyrene association specific effects on DNA-base ionization reactions. This report describes progress in synthesizing target pyrene-labeled nucleosides and oligonucleotides, in commissioning our fluorescence lifetime measurement system, and in the photochemical behavior of pyrene-labeled nucleosides, single strands of DNA, and duplexes of DNA.},
doi = {10.2172/10145812},
url = {https://www.osti.gov/biblio/10145812}, journal = {},
number = ,
volume = ,
place = {United States},
year = {1994},
month = {1}
}