Chapter 6: Problem 3
What properties would you incorporate into the design of DNA intercalating agents?
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Chapter 6: Problem 3
What properties would you incorporate into the design of DNA intercalating agents?
These are the key concepts you need to understand to accurately answer the question.
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Alkylating agents are used in cancer chemotherapy to interfere with DNA biosynthesis or replication. Why can these be useful considering that normal cells also need DNA?
Draw a mechanism for the topoisomerase-catalyzed cleavage of DNA that gives the free \(5^{\prime}\)-end.
It was proposed that a common mechanism for antibiotics might be hydroxyl radical oxidation of guanine to 7,8 -dihydro-8-oxoguanine (7), which is enzymatically excised from DNA and replaced by guanine; however, when too many guanines are oxidized, DNA strand breakage occurs, killing the cell. Draw a mechanism for how guanine could be oxidized by hydroxyl radicals to 7 .
Show how isoguanosine (1) could form a Watson-Crick base pair with isocytidine (2).
\(N, N\)-Diethylnitrosoamine (4) is carcinogenic, resulting in ethylation of DNA. Two other products formed are acetaldehyde and \(\mathrm{N}_{2}\). Under anaerobic conditions or in the absence of NADPH no carcinogenicity is observed. Draw a mechanism for DNA ethylation by this compound.
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