EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Doxorubicin, shown here, is an important chemotherapy drug used to treat avariety of cancers, including bladder cancer, breast cancer, and certain forms of leukemia. Doxorubicin works by binding to DNA in such a way that a portion of it penetrates the DNA double helix— a process called intercalation. During transcription— the process that forms RNA— portions of the DNA strands are temporarily separated for the base sequence to be read and then are reconnected. With bound doxorubicin, however, the double helix does not reform properly after the strands are separated, which disrupts replication— the process that forms an identical copy of DNA. Which portion of doxorubicin do you think intercalates into the DNA double helix, and why do you think it has little difficulty doing so?
Specify whether the two structures are resonance
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explain your reasoning. If yes, be sure to specify which is
preferred and why.
H2C=NH2
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