OXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF PURINE QUINONES AND DEVELOPMENT OF NOVEL PHOTOOXIDIZING AGENTS

Bibliographic Details
Main Author: Komarov, Dmitry Yurievich
Language:English
Published: Bowling Green State University / OhioLINK 2010
Subjects:
Online Access:http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1285956212
id ndltd-OhioLink-oai-etd.ohiolink.edu-bgsu1285956212
record_format oai_dc
spelling ndltd-OhioLink-oai-etd.ohiolink.edu-bgsu12859562122021-08-03T05:29:32Z OXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF PURINE QUINONES AND DEVELOPMENT OF NOVEL PHOTOOXIDIZING AGENTS Komarov, Dmitry Yurievich Chemistry oxopurines 8-oxoadenosine 8-oxoinosine cross-linking dihydrodioxins photooxidizing agents DNA intercalator Chemical behavior of the oxopurines 8-oxoadenosine and 8-oxoinosine has been investigated. Purine quinones, pivotal intermediates in oxidation of oxopurines were successfully trapped and the resulting products were characterized. Formation of purine quinones was demonstrated with both chemical and photochemical oxidizing agents. Adducts formed as a result of reaction of purine quinones with nucleophiles were isolated and characterized. Pyrene dihydrodioxins have been synthesized and shown to be effective agents for release of pyrene-4,5-dione. Pyrene-4,5-dione is an effective DNA photo-oxidation agent. Pyrene dihydrodioxin incorporating a pyridinium salt as a possible internal electron trap has been shown to release pyrenequinone rapidly. Dihydrodioxins containing two pyridine and pyridinium salt moieties have been synthesized and characterized by variety of methods including 1H and 13C NMR spectroscopy. Dihydrodioxin containing two pyridine moieties was separated into D and L enantiomers via liquid chromatography on a chiral sorbent. Affinities of D and L enantiomers of these dipyridinium pyrene dihydrodioxins for nucleic acids were compared. 2010-11-12 English text Bowling Green State University / OhioLINK http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1285956212 http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1285956212 unrestricted This thesis or dissertation is protected by copyright: all rights reserved. It may not be copied or redistributed beyond the terms of applicable copyright laws.
collection NDLTD
language English
sources NDLTD
topic Chemistry
oxopurines
8-oxoadenosine
8-oxoinosine
cross-linking
dihydrodioxins
photooxidizing agents
DNA intercalator
spellingShingle Chemistry
oxopurines
8-oxoadenosine
8-oxoinosine
cross-linking
dihydrodioxins
photooxidizing agents
DNA intercalator
Komarov, Dmitry Yurievich
OXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF PURINE QUINONES AND DEVELOPMENT OF NOVEL PHOTOOXIDIZING AGENTS
author Komarov, Dmitry Yurievich
author_facet Komarov, Dmitry Yurievich
author_sort Komarov, Dmitry Yurievich
title OXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF PURINE QUINONES AND DEVELOPMENT OF NOVEL PHOTOOXIDIZING AGENTS
title_short OXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF PURINE QUINONES AND DEVELOPMENT OF NOVEL PHOTOOXIDIZING AGENTS
title_full OXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF PURINE QUINONES AND DEVELOPMENT OF NOVEL PHOTOOXIDIZING AGENTS
title_fullStr OXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF PURINE QUINONES AND DEVELOPMENT OF NOVEL PHOTOOXIDIZING AGENTS
title_full_unstemmed OXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF PURINE QUINONES AND DEVELOPMENT OF NOVEL PHOTOOXIDIZING AGENTS
title_sort oxidation of nucleic acids: chemistry of purine quinones and development of novel photooxidizing agents
publisher Bowling Green State University / OhioLINK
publishDate 2010
url http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1285956212
work_keys_str_mv AT komarovdmitryyurievich oxidationofnucleicacidschemistryofpurinequinonesanddevelopmentofnovelphotooxidizingagents
_version_ 1719420818982699008