Considering the general structure of penicillins, how are they rendered ineffective?   Select one: a. β-Lactamase performs nucleophilic attack of the amide in the penicillin side chain   b. β-Lactamase performs nucleophilic attack of the amide in the β-lactam ring and subsequently hydrolyzes this intermediate   c. β-Lactamase performs nucleophilic attack of the thiazolidone ring on the carbon next to the electronegative sulfur leading to a covalently inhibited β-Lactamase   d. All of these   e. None of these

Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
Problem 1P
icon
Related questions
Question

Considering the general structure of penicillins, how are they rendered ineffective?


 

Select one:
a.

β-Lactamase performs nucleophilic attack of the amide in the penicillin side chain


 

b.

β-Lactamase performs nucleophilic attack of the amide in the β-lactam ring and subsequently hydrolyzes this intermediate


 

c.

β-Lactamase performs nucleophilic attack of the thiazolidone ring on the carbon next to the electronegative sulfur leading to a covalently inhibited β-Lactamase


 

d.

All of these


 

e.

None of these

Expert Solution
Step 1

Penicillin is an antibiotic that inhibits the formation of peptidoglycan cross-links of the bacterial cell wall. Thereby it inhibits the cell wall formation in bacteria. Penicillin is obtained from Penicillium fungi. The beta-lactam ring is a core structure of several antibiotics like penicillins, cephalosporins, carbapenems, and monobactams. The antibiotics that use the beta-lactam ring in their mechanism of action are also known as beta-lactam antibiotics.

steps

Step by step

Solved in 3 steps

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Biochemistry
Biochemistry
Biochemistry
ISBN:
9781319114671
Author:
Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:
W. H. Freeman
Lehninger Principles of Biochemistry
Lehninger Principles of Biochemistry
Biochemistry
ISBN:
9781464126116
Author:
David L. Nelson, Michael M. Cox
Publisher:
W. H. Freeman
Fundamentals of Biochemistry: Life at the Molecul…
Fundamentals of Biochemistry: Life at the Molecul…
Biochemistry
ISBN:
9781118918401
Author:
Donald Voet, Judith G. Voet, Charlotte W. Pratt
Publisher:
WILEY
Biochemistry
Biochemistry
Biochemistry
ISBN:
9781305961135
Author:
Mary K. Campbell, Shawn O. Farrell, Owen M. McDougal
Publisher:
Cengage Learning
Biochemistry
Biochemistry
Biochemistry
ISBN:
9781305577206
Author:
Reginald H. Garrett, Charles M. Grisham
Publisher:
Cengage Learning
Fundamentals of General, Organic, and Biological …
Fundamentals of General, Organic, and Biological …
Biochemistry
ISBN:
9780134015187
Author:
John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher:
PEARSON