Skip to Main Content
 

Global Search Box

 
 
 
 

Files

File List


Karabaeva_thesis_final.pdf (1.12 MB)

ETD Abstract Container

Abstract Header

Photochemistry of Masked Pyrene-4,5-Dione

Karabaeva, Kanykey E
http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1371083757

Abstract Details

2013, Master of Science (MS), Bowling Green State University, Chemistry.
The photochemistry of 1,2-dipyridinium dihydrodioxin, 1,1-di(2-pyridyl) dihydrodioxin, 1,1-di(2-pyridyl) dihydrodioxin-Cu2+, pyrene-4,5-dione, and their complexes with DNA were studied. Also, quantum yields of pyrene-4,5-dione release from 1,2-dipyridinium dihydrodioxin, 1,1-di(2-pyridyl) dihydrodioxin, and 1,1-di(2-pyridyl) dihydrodioxin-Cu2+ were calculated to be 10-4, 0.1, and 0.3 respectively. In case of 1,2-dipyridinium dihydrodioxin, it was found that DNA damage happens due to electron transfer from pyrene ring of 1,2-dipyridinium dihydrodioxin to DNA stack under excitation by UV-light. Evidence is given that release of pyrene-4,5-dione is not responsible for DNA cleavage, as it was believed before. After treatment of DNA with pyrene-4,5-dione under UV-light no decomposition of DNA was noticed. Pyrene-4,5-dione forms solvent separated radical-ion pair with Guanine of DNA after which both molecules go back to ground state. Unfortunately, 1,1-di(2-pyridyl) dihydrodioxin and 1,1-di(2-pyridyl) dihydrodioxin-Cu2+ do not dissolve in water and cannot be used as DNA-cutting agents. Although, photoexcitation of 1,1-di(2-pyridyl) dihydrodioxin-Cu2+ gives better understanding of the mechanism of electron transfer from the pyrene-ring to an acceptor. 1,1-di(2-pyridyl) dihydrodioxin does not have a good electron acceptor in its structure therefore electron transfer does not occur. Electron transfer from pyrene-ring of dihydrodioxin to electron acceptor, such as DNA molecule, water or Cu2+, forms stable radical-cation species which has an absorption band at 450 nm and can be recognized. 1,2-dipyridinium dihydrodioxin in water, 1,2-dipyridinium dihydrodioxin with DNA, and 1,1-di(2-pyridyl) dihydrodioxin-Cu2+ showed in transient absorption spectra the presence of stable 450 nm band with a lifetime of more than 1 ns.
R. Marshall Wilson (Advisor)
Alexander Tarnovsky (Committee Member)
Mikhail Zamkov (Committee Member)
51 p.
Chemistry
photochemistry; dihydrodioxin; ortho-quinone; caged molecule; DNA cutting agent; ultrafast

Recommended Citations

Citations

  • Karabaeva, K. E. (2013). Photochemistry of Masked Pyrene-4,5-Dione [Master's thesis, Bowling Green State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1371083757

    APA Style (7th edition)

  • Karabaeva, Kanykey. Photochemistry of Masked Pyrene-4,5-Dione. 2013. Bowling Green State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1371083757.

    MLA Style (8th edition)

  • Karabaeva, Kanykey. "Photochemistry of Masked Pyrene-4,5-Dione." Master's thesis, Bowling Green State University, 2013. http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1371083757

    Chicago Manual of Style (17th edition)

bgsu1371083757
925
© 2013, some rights reserved.Creative Commons License Photochemistry of Masked Pyrene-4,5-Dione by Kanykey E Karabaeva is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 3.0 Unported License. Based on a work at etd.ohiolink.edu.
This open access ETD is published by Bowling Green State University and OhioLINK.