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ОН YHO, ОН H. O, ОН NH2 This is the molecule commonly known as Doxorubicin. Doxorubicin is used in chemotherapy to inhibit uncontrolled cell growth, a hallmark of cancerous cells. Doxorubicin specifically inhibits an enzyme called topoisomerase which helps remove supercoils in DNA as DNA is replicated during cell growth and division (mitosis). Indicate the functional groups a part of Doxorubicin using the following key to label the different parts of the molecule (note not all functional groups listed may be a part of Doxorubicin): Carboxylic Acid label with a C Ketone label with a K Alcohol label with an A Ketal label with a T Aldehyde label with an H Ester label with an R Acetal label with an L Amine label with an M Amide label with a D Phenol label with a P Aromatic label with a B Ether label with an E

ОН YHO, ОН H. O, ОН NH2 This is the molecule commonly known as Doxorubicin. Doxorubicin is used in chemotherapy to inhibit uncontrolled cell growth, a hallmark of cancerous cells. Doxorubicin specifically inhibits an enzyme called topoisomerase which helps remove supercoils in DNA as DNA is replicated during cell growth and division (mitosis). Indicate the functional groups a part of Doxorubicin using the following key to label the different parts of the molecule (note not all functional groups listed may be a part of Doxorubicin): Carboxylic Acid label with a C Ketone label with a K Alcohol label with an A Ketal label with a T Aldehyde label with an H Ester label with an R Acetal label with an L Amine label with an M Amide label with a D Phenol label with a P Aromatic label with a B Ether label with an E

Chemistry for Today: General, Organic, and Biochemistry
Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter21: Nucleic Acids And Protein Synthesis
Section: Chapter Questions
Problem 21.59E
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ОН HO "ОН Н ОН OH O,. ОН NH2 This is the molecule commonly known as Doxorubicin. Doxorubicin is used in chemotherapy to inhibit uncontrolled cell growth, a hallmark of cancerous cells. Doxorubicin specifically inhibits an enzyme called topoisomerase which helps remove supercoils in DNA as DNA is replicated during cell growth and division (mitosis). the following key to label the different Indicate the functional groups a part of Doxorubicin usi parts of the molecule (note not all functional groups listed may be a part of Doxorubicin): Carboxylic Acid label with a C Ketone label with a K Alcohol label with an A Ketal label with a T Aldehyde label with an H Ester label with an R Acetal label with an L Amine label with an M Amide label with a D Phenol label with a P Aromatic label with a B Ether label with an E
Transcribed Image Text:ОН HO "ОН Н ОН OH O,. ОН NH2 This is the molecule commonly known as Doxorubicin. Doxorubicin is used in chemotherapy to inhibit uncontrolled cell growth, a hallmark of cancerous cells. Doxorubicin specifically inhibits an enzyme called topoisomerase which helps remove supercoils in DNA as DNA is replicated during cell growth and division (mitosis). the following key to label the different Indicate the functional groups a part of Doxorubicin usi parts of the molecule (note not all functional groups listed may be a part of Doxorubicin): Carboxylic Acid label with a C Ketone label with a K Alcohol label with an A Ketal label with a T Aldehyde label with an H Ester label with an R Acetal label with an L Amine label with an M Amide label with a D Phenol label with a P Aromatic label with a B Ether label with an E
R + H20 HO NH2 Here is an abbreviated view of Doxorubicin with a large portion of the molecule abbreviated with the "R" carbon chain. With your knowledge of Chem 131, you recognize the asterisked carbon on the lower portion of Doxorubicin as a part of a functional group you are familiar with and how it is synthesized. Create a reaction scheme starting with the single molecule containing an aldehyde and alcohol. Show the structure of the intermediate formed and the subsequent reaction with the additional alcohol to create the final product shown above (use the R abbreviation to indicate the rest of Doxorubicin when needed). • Doxorubicin is able to inhibit the enzyme topoisomerase and DNA replication by disrupting the intermolecular bonds that hold the 2 strands of DNA together (a process called "intercalation"). What 3 potential types of intermolecular forces could Doxorubicin create with the strands of DNA and give an example of a functional group present on Doxorubicin that could create that intermolecular bond?
Transcribed Image Text:R + H20 HO NH2 Here is an abbreviated view of Doxorubicin with a large portion of the molecule abbreviated with the "R" carbon chain. With your knowledge of Chem 131, you recognize the asterisked carbon on the lower portion of Doxorubicin as a part of a functional group you are familiar with and how it is synthesized. Create a reaction scheme starting with the single molecule containing an aldehyde and alcohol. Show the structure of the intermediate formed and the subsequent reaction with the additional alcohol to create the final product shown above (use the R abbreviation to indicate the rest of Doxorubicin when needed). • Doxorubicin is able to inhibit the enzyme topoisomerase and DNA replication by disrupting the intermolecular bonds that hold the 2 strands of DNA together (a process called "intercalation"). What 3 potential types of intermolecular forces could Doxorubicin create with the strands of DNA and give an example of a functional group present on Doxorubicin that could create that intermolecular bond?
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