Photoinduced electron transfer and fluorescence mechanisms in covalently linked polynuclear aromatic-nucleotide complexes

Nicholas E. Geacintov, Bing Mao, Luisa L. France, Rushen Zhao, Junxin Chen, Tong M. Liu, Nai Qi Ya, Leonid A. Margulis, John C. Sutherland

Research output: Chapter in Book/Report/Conference proceedingConference contribution

15 Citations (Scopus)

Abstract

The fluorescence of polycyclic aromatic hydrocarbon-nucleic acid complexes is quenched by photoinduced electron transfer mechanisms in aqueous solutions at ambient temperatures. These effects are illustrated with the biologically important compound benzo[a]pyrene-7,8-diol-9,10-epoxide (BPDE), a mutagenic and carcinogenic metabolite of the environmental pollutant benzo[a]pyrene, which forms covalent mutagenic lesions with 2'-deoxyguanosine (dG) residues in DNA. The dependence of the fluorescence yield and fluorescence decay times of the covalent model adduct (+)-trans- BPDE-N2-dG as a function of temperature and methanol/water composition are described. Because of the sensitivity of the fluorescence of the pyrenyl residue to the polarity of the microenvironment, the magnitude of the fluorescence yield can be used to distinguish between highly hydrophobic (e.g., intercalation) and other more solvent-exposed BPDE- nucleic acid binding sites.

Original languageEnglish (US)
Title of host publicationProceedings of SPIE - The International Society for Optical Engineering
PublisherPubl by Int Soc for Optical Engineering
Pages774-783
Number of pages10
ISBN (Print)0819407860
StatePublished - Jan 1 1992
EventTime-Resolved Laser Spectroscopy in Biochemistry III - Los Angeles, CA, USA
Duration: Jan 20 1992Jan 22 1992

Publication series

NameProceedings of SPIE - The International Society for Optical Engineering
Volume1640
ISSN (Print)0277-786X

Other

OtherTime-Resolved Laser Spectroscopy in Biochemistry III
CityLos Angeles, CA, USA
Period1/20/921/22/92

Fingerprint

Electron Transfer
7,8-Dihydro-7,8-dihydroxybenzo(a)pyrene 9,10-oxide
nucleotides
Nucleotides
Fluorescence
electron transfer
fluorescence
Electrons
Deoxyguanosine
Nucleic acids
Pyrene
nucleic acids
pyrenes
Nucleic Acids
Environmental Pollutants
epoxy compounds
metabolites
Benzo(a)pyrene
Polycyclic Aromatic Hydrocarbons
Polarity

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Condensed Matter Physics
  • Computer Science Applications
  • Applied Mathematics
  • Electrical and Electronic Engineering

Cite this

Geacintov, N. E., Mao, B., France, L. L., Zhao, R., Chen, J., Liu, T. M., ... Sutherland, J. C. (1992). Photoinduced electron transfer and fluorescence mechanisms in covalently linked polynuclear aromatic-nucleotide complexes. In Proceedings of SPIE - The International Society for Optical Engineering (pp. 774-783). (Proceedings of SPIE - The International Society for Optical Engineering; Vol. 1640). Publ by Int Soc for Optical Engineering.

Photoinduced electron transfer and fluorescence mechanisms in covalently linked polynuclear aromatic-nucleotide complexes. / Geacintov, Nicholas E.; Mao, Bing; France, Luisa L.; Zhao, Rushen; Chen, Junxin; Liu, Tong M.; Ya, Nai Qi; Margulis, Leonid A.; Sutherland, John C.

Proceedings of SPIE - The International Society for Optical Engineering. Publ by Int Soc for Optical Engineering, 1992. p. 774-783 (Proceedings of SPIE - The International Society for Optical Engineering; Vol. 1640).

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Geacintov, NE, Mao, B, France, LL, Zhao, R, Chen, J, Liu, TM, Ya, NQ, Margulis, LA & Sutherland, JC 1992, Photoinduced electron transfer and fluorescence mechanisms in covalently linked polynuclear aromatic-nucleotide complexes. in Proceedings of SPIE - The International Society for Optical Engineering. Proceedings of SPIE - The International Society for Optical Engineering, vol. 1640, Publ by Int Soc for Optical Engineering, pp. 774-783, Time-Resolved Laser Spectroscopy in Biochemistry III, Los Angeles, CA, USA, 1/20/92.
Geacintov NE, Mao B, France LL, Zhao R, Chen J, Liu TM et al. Photoinduced electron transfer and fluorescence mechanisms in covalently linked polynuclear aromatic-nucleotide complexes. In Proceedings of SPIE - The International Society for Optical Engineering. Publ by Int Soc for Optical Engineering. 1992. p. 774-783. (Proceedings of SPIE - The International Society for Optical Engineering).
Geacintov, Nicholas E. ; Mao, Bing ; France, Luisa L. ; Zhao, Rushen ; Chen, Junxin ; Liu, Tong M. ; Ya, Nai Qi ; Margulis, Leonid A. ; Sutherland, John C. / Photoinduced electron transfer and fluorescence mechanisms in covalently linked polynuclear aromatic-nucleotide complexes. Proceedings of SPIE - The International Society for Optical Engineering. Publ by Int Soc for Optical Engineering, 1992. pp. 774-783 (Proceedings of SPIE - The International Society for Optical Engineering).
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