Enzymatic Inactivation by Steric Hindrance Quiz

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Questions and Answers

What is the primary function of β-lactamases?

  • Inactivate β-lactam antibiotics (correct)
  • Promote cell wall cross-linking
  • Enhance bactericidal activity
  • Stimulate enzyme regeneration

How does the hydrolytic regeneration of the active site in β-lactamases compare to cell wall transamidase?

  • Less efficient
  • Equally efficient
  • More efficient (correct)
  • Non-existent

Where are β-lactamases usually shed in gram-positive bacteria like staphylococci?

  • Directly into the medium
  • Outside the cell wall (correct)
  • Into the cytoplasm
  • Into the periplasmic space

What is a common expression of allergy to penicillin-type antibiotics?

<p>Mild drug rash or itching (D)</p> Signup and view all the answers

How does the allergenic reaction to penicillin-type antibiotics vary?

<p>Delayed or immediate onset (A)</p> Signup and view all the answers

What is the term used to classify an inhibitor that inhibits an enzyme irreversibly by undergoing subsequent reactions?

<p>Mechanism-based inhibitor (C)</p> Signup and view all the answers

Which compound enhances the potency against β-lactamase–producing strains when added to amoxicillin and ticarcillin preparations?

<p>Clavulanic acid (B)</p> Signup and view all the answers

How is sulbactam prepared?

<p>By partial chemical synthesis from penicillins (B)</p> Signup and view all the answers

Which functional group substitution in ticarcillin enhances its water solubility and potency against gram-negative organisms?

<p>Carboxylic acid moiety (D)</p> Signup and view all the answers

Which is a popular combination used clinically to combat β-lactamase-producing strains?

<p>Clavulanic acid and ampicillin (A)</p> Signup and view all the answers

What is the primary reason for the defective cell wall and inactivated enzyme due to β-lactam antibiotics?

<p>Steric hindrance preventing regeneration of the active site (D)</p> Signup and view all the answers

Why is water considered an insufficiently effective nucleophile in relation to cell wall transamidase inactivation by β-lactam antibiotics?

<p>Steric barrier preventing hydrolysis of the complex (D)</p> Signup and view all the answers

What contributes to the structural weakness of the resulting cell wall under the action of β-lactam antibiotics?

<p>Covalent interruption due to enzyme inactivation (B)</p> Signup and view all the answers

Why is resistance to β-lactam antibiotics alarming?

<p>Mutated PBP-2 (PBP-2a) with decreased drug binding (D)</p> Signup and view all the answers

In the context of β-lactam resistance, what is the more common mechanism than decreased cellular uptake or lower binding affinity to protein binding proteins?

<p>Production of β-lactamases (B)</p> Signup and view all the answers

What is the principal cause of bacterial resistance to beta-lactam antibiotics in the clinic?

<p>β-lactamase catalyzed hydrolysis (D)</p> Signup and view all the answers

What are the products formed when alcohols and amines react with beta-lactam antibiotics?

<p>Esters and amides (D)</p> Signup and view all the answers

How do proteins contribute to the formation of antigenic conjugates responsible for many penicillin allergies?

<p>Through a specific primary amino group reaction (B)</p> Signup and view all the answers

What term is used for small molecules that react with proteins to produce antigens?

<p>Haptens (C)</p> Signup and view all the answers

Why is the hydrolysis of the beta-lactam ring significant for the deactivation of beta-lactam antibiotics?

<p>To prevent reclosure to penicillin (C)</p> Signup and view all the answers

What modification to the cephalosporin structure leads to improved stability towards beta-lactamase?

<p>Addition of a 7-alpha methoxyoxime (D)</p> Signup and view all the answers

Which modification is essential for the antimicrobial activity of cephalosporins?

<p>Addition of an amino group at the alpha position (C)</p> Signup and view all the answers

What structural change is responsible for improved antibacterial activity in cephalosporins?

<p>Replacement of the hydrogen at C-7 with an alkoxy group (C)</p> Signup and view all the answers

Which structural feature contributes to blocking the inhibitor's affinity for the enzyme?

<p>Incorporation of a lactone ring (B)</p> Signup and view all the answers

Which modification results in improved stability of the beta-lactam in cephalosporins under acidic conditions?

<p>Addition of an amino group at the alpha position (C)</p> Signup and view all the answers

What is the molecular mode of action of beta-lactam antibiotics?

<p>Inhibition of enzymes processing peptidoglycan layer (D)</p> Signup and view all the answers

In the context of cell wall cross-linking, what role do penicillin-binding proteins (PBPs) play?

<p>Facilitating cross-linking of the cell wall peptidoglycan (A)</p> Signup and view all the answers

What is the major mechanism by which beta-lactam antibiotics exhibit bactericidal activity?

<p>Inhibiting cell wall synthesis through enzyme inactivation (D)</p> Signup and view all the answers

Which structural feature contributes to the resistance of nafcillin and dicloxacillin to enzyme degradation?

<p>D-alanine-d-alanine unit termination (C)</p> Signup and view all the answers

What is the primary consequence of β-lactam antibiotics reacting with penicillin-binding proteins (PBPs) according to Path B?

<p>Inhibition of cell wall cross-linking (A)</p> Signup and view all the answers

What is the enzyme responsible for metabolizing imipenem through hydrolysis of the β-lactam, deactivating it?

<p>Renal dehydropeptidase-1 (B)</p> Signup and view all the answers

Which carbapenem has a chiral methyl group at C-4, conferring intrinsic resistance to hydrolysis by dehydropeptidase-1?

<p>Meropenem (C)</p> Signup and view all the answers

What is the inhibitor coadministered with imipenem to protect it from metabolic deactivation by renal dehydropeptidase-1?

<p>Cilastatin (D)</p> Signup and view all the answers

Which carbapenem is considered more potent against Pseudomonas species compared to imipenem and meropenem?

<p>Doripenem (D)</p> Signup and view all the answers

What synthetic monocyclic β-lactam antibiotic has an antimicrobial spectrum devoted almost exclusively to gram-negative microorganisms?

<p>Aztreonam (D)</p> Signup and view all the answers

Which carbapenem is not active against Pseudomonas or Acinetobacter?

<p>Ertapenem (D)</p> Signup and view all the answers

What group confers stability toward dehydropeptidase-1 for both doripenem and ertapenem?

<p>4-β-methyl group (A)</p> Signup and view all the answers

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