Question 4 A series of 6-arylmethylidene penicillin-based sulfone inhibitors (1) were developed as a combination treatment to restore the efficacy of a series of B-lactam antibiotics in bacterial species that carry carbapenem- hydrolyzing B-lactamases. The proposed mechanism of inhibition involves the formation of the enzyme-molecule adduct 2. Please provide an arrow-pushing mechanism using strictly serine as a nucleophile. [Note: Remember that water is present as well] R. SO2 Me beta-lactamase Me OR Me OR "Me "co,H ĉO,H Ser penicillin
Question 4 A series of 6-arylmethylidene penicillin-based sulfone inhibitors (1) were developed as a combination treatment to restore the efficacy of a series of B-lactam antibiotics in bacterial species that carry carbapenem- hydrolyzing B-lactamases. The proposed mechanism of inhibition involves the formation of the enzyme-molecule adduct 2. Please provide an arrow-pushing mechanism using strictly serine as a nucleophile. [Note: Remember that water is present as well] R. SO2 Me beta-lactamase Me OR Me OR "Me "co,H ĉO,H Ser penicillin
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![Question 4
A series of 6-arylmethylidene penicillin-based sulfone inhibitors (1) were developed as a
combination treatment to restore the efficacy of a series of B-lactam antibiotics in bacterial species that carry carbapenem-
hydrolyzing B-lactamases. The proposed mechanism of inhibition involves the formation of the enzyme-molecule adduct 2.
Please provide an arrow-pushing mechanism using strictly serine as a nucleophile. [Note: Remember that water is present
as well]
R.
beta-lactamase
ȘO2
Me
Me
OR
'Me
Me OR
"co,H
čo,H
Ser
penicillin
1
2](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F490d4977-d8d7-45bb-a464-fcd43c2931f1%2F42b953db-e746-4ee8-888b-5e0667f50b27%2F0h64ene_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Question 4
A series of 6-arylmethylidene penicillin-based sulfone inhibitors (1) were developed as a
combination treatment to restore the efficacy of a series of B-lactam antibiotics in bacterial species that carry carbapenem-
hydrolyzing B-lactamases. The proposed mechanism of inhibition involves the formation of the enzyme-molecule adduct 2.
Please provide an arrow-pushing mechanism using strictly serine as a nucleophile. [Note: Remember that water is present
as well]
R.
beta-lactamase
ȘO2
Me
Me
OR
'Me
Me OR
"co,H
čo,H
Ser
penicillin
1
2
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