Abstract
The following review analyzes the most effective activation protocols for the generation of transient electrophilic quinone methides, merged into the recent strategies to achieve recognition and alkylation of nucleic acids. The covalent targeting has to be specific for selected oligonucleotide sequences (sequence-specificity) or for those oligonucleotides capable to fold into supramolecular structures, such as G-quadruplexes (structure-specificity). The reversibility of the DNA alkylation process by QM is reviewed underlining the opportunities (in term of selectivity and delivery) and drawbacks (in term of product characterization of the covalent damage) in the DNA targeting.
Keywords: Alkylation, cross-linking, nucleic acids, quinone methides, reversibility, sequence-specificity, structure-specificity.
Current Organic Chemistry
Title:Quinone Methides as DNA Alkylating Agents: An Overview on Efficient Activation Protocols for Enhanced Target Selectivity
Volume: 18 Issue: 1
Author(s): Claudia Percivalle, Filippo Doria and Mauro Freccero
Affiliation:
Keywords: Alkylation, cross-linking, nucleic acids, quinone methides, reversibility, sequence-specificity, structure-specificity.
Abstract: The following review analyzes the most effective activation protocols for the generation of transient electrophilic quinone methides, merged into the recent strategies to achieve recognition and alkylation of nucleic acids. The covalent targeting has to be specific for selected oligonucleotide sequences (sequence-specificity) or for those oligonucleotides capable to fold into supramolecular structures, such as G-quadruplexes (structure-specificity). The reversibility of the DNA alkylation process by QM is reviewed underlining the opportunities (in term of selectivity and delivery) and drawbacks (in term of product characterization of the covalent damage) in the DNA targeting.
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Percivalle Claudia, Doria Filippo and Freccero Mauro, Quinone Methides as DNA Alkylating Agents: An Overview on Efficient Activation Protocols for Enhanced Target Selectivity, Current Organic Chemistry 2014; 18 (1) . https://dx.doi.org/10.2174/13852728113176660135
DOI https://dx.doi.org/10.2174/13852728113176660135 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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