Open Access. Powered by Scholars. Published by Universities.®

Biochemistry, Biophysics, and Structural Biology Commons

Open Access. Powered by Scholars. Published by Universities.®

Articles 1 - 2 of 2

Full-Text Articles in Biochemistry, Biophysics, and Structural Biology

Arylboronates As H2o2 Or Photo-Inducible Dna Cross-Linking Agents: Design, Synthesis, Mechanism, And Anticancer Activity, Yibin Wang Dec 2015

Arylboronates As H2o2 Or Photo-Inducible Dna Cross-Linking Agents: Design, Synthesis, Mechanism, And Anticancer Activity, Yibin Wang

Theses and Dissertations

Interest in the development of cancer therapies with improved selectivity and reduced host toxicity has been growing. In this thesis, we designed and synthesized a series of novel non-toxic arylboronic ester and biarylboronic ester derivatives that can be activated by hydrogen peroxide (H2O2) to induce DNA interstrand cross-link formation. The mechanism of DNA cross-linking induced by these arylboronates involves generation of phenol intermediates 1 followed by departure of leaving group (L) leading to quinone methides (QMs) 2, which directly cross-link DNA via alkylation. The QM formation is the rate-determining step for DNA cross-linking. The activity and selectivity of these compounds …


Application Of Coumarin Derivatives In Dna-Associated Study: Mutation Detection, Site-Specific Labeling, Photoinduced Interstrand Cross-Links And Ligation Reactions, Huabing Sun May 2015

Application Of Coumarin Derivatives In Dna-Associated Study: Mutation Detection, Site-Specific Labeling, Photoinduced Interstrand Cross-Links And Ligation Reactions, Huabing Sun

Theses and Dissertations

Coumarin derivatives have been widely utilized as cross-linking agents in polymer science, being fluoroprobes in biochemistry and as medicines in pharmacy. But the coumarin's fluorogenic properties and reactivities in DNA were rarely reported and unclear, which limits its bioapplications due to possible side reactions towards biomolecules. In this thesis, we investigated the activity of coumarin moiety towards natural DNA and expanded its application in DNA-associated study. We have found that coumarin derivatives can serve as perfect DNA cross-linking agents, as alkylation agents for site-specific labeling, and fluoroprobes for single nucleotide polymorphism (SNP) analysis, which provided a novel insight of biotoxicity …