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14. Answer ALL parts of this question: (a) (b) The drugs that are available for Highly Active Antiretorviral Therapy (HAART) can be broken down into five classes. Define three of these classes providing one drug example for each. (6 marks) An enzyme expressed by HIV, which has become a target for its treatment, is a peptidase with two aspartate groups within its catalytic region (Figure Q14(b)). This enzyme has been shown to hydrolyse polyproteins into the shorter mature protein components of an infectious HIV virion. Ph- R OH Asp-25 H-O Substrate Water Catalytic Region Asp-25 Figure Q14(b) Question 14 continued on page 9... 8 Continuation of Question 14: (i) Provide an appropriate chemical mechanism for the hydrolysis of the substrate making sure any transition state is shown. (8 marks) (ii) Using your understanding of drug design, provide alternative transition state isosteres for the substrate, with a brief justification for your selection. 16 marks)

14. Answer ALL parts of this question: (a) (b) The drugs that are available for Highly Active Antiretorviral Therapy (HAART) can be broken down into five classes. Define three of these classes providing one drug example for each. (6 marks) An enzyme expressed by HIV, which has become a target for its treatment, is a peptidase with two aspartate groups within its catalytic region (Figure Q14(b)). This enzyme has been shown to hydrolyse polyproteins into the shorter mature protein components of an infectious HIV virion. Ph- R OH Asp-25 H-O Substrate Water Catalytic Region Asp-25 Figure Q14(b) Question 14 continued on page 9... 8 Continuation of Question 14: (i) Provide an appropriate chemical mechanism for the hydrolysis of the substrate making sure any transition state is shown. (8 marks) (ii) Using your understanding of drug design, provide alternative transition state isosteres for the substrate, with a brief justification for your selection. 16 marks)

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter25: Carbohydrates
Section: Chapter Questions
Problem 25.48P
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14. Answer ALL parts of this question: (a) (b) The drugs that are available for Highly Active Antiretorviral Therapy (HAART) can be broken down into five classes. Define three of these classes providing one drug example for each. (6 marks) An enzyme expressed by HIV, which has become a target for its treatment, is a peptidase with two aspartate groups within its catalytic region (Figure Q14(b)). This enzyme has been shown to hydrolyse polyproteins into the shorter mature protein components of an infectious HIV virion. Ph- R OH Asp-25 H-O Substrate Water Catalytic Region Asp-25 Figure Q14(b) Question 14 continued on page 9... 8 Continuation of Question 14: (i) Provide an appropriate chemical mechanism for the hydrolysis of the substrate making sure any transition state is shown. (8 marks) (ii) Using your understanding of drug design, provide alternative transition state isosteres for the substrate, with a brief justification for your selection. 16 marks)
Transcribed Image Text:14. Answer ALL parts of this question: (a) (b) The drugs that are available for Highly Active Antiretorviral Therapy (HAART) can be broken down into five classes. Define three of these classes providing one drug example for each. (6 marks) An enzyme expressed by HIV, which has become a target for its treatment, is a peptidase with two aspartate groups within its catalytic region (Figure Q14(b)). This enzyme has been shown to hydrolyse polyproteins into the shorter mature protein components of an infectious HIV virion. Ph- R OH Asp-25 H-O Substrate Water Catalytic Region Asp-25 Figure Q14(b) Question 14 continued on page 9... 8 Continuation of Question 14: (i) Provide an appropriate chemical mechanism for the hydrolysis of the substrate making sure any transition state is shown. (8 marks) (ii) Using your understanding of drug design, provide alternative transition state isosteres for the substrate, with a brief justification for your selection. 16 marks)
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