Cycloserine Stereochemistry Quiz

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Questions and Answers

What is the active form of cycloserine and what is its mechanism of action?

  • The (R)-enantiomer does not inhibit the activity of D-alanine racemase, but has psychoactive effects.
  • The (S)-enantiomer inhibits the activity of D-alanine racemase, which is essential for the synthesis of bacterial cell walls.
  • The (R)-enantiomer inhibits the activity of D-alanine racemase, which is essential for the synthesis of bacterial cell walls. (correct)
  • The (S)-enantiomer does not inhibit the activity of D-alanine racemase, but has psychoactive effects.

What are the bond angles between the carbon and nitrogen atoms in the cyclopropane ring of cycloserine?

  • Approximately 90 degrees
  • Approximately 120 degrees
  • Approximately 109.5 degrees (correct)
  • Approximately 180 degrees

What is the difference between the two possible stereoisomers of cycloserine?

  • They have different configurations of the amino and hydroxyl groups on the cyclopropane ring. (correct)
  • They have the same configuration of the amino and hydroxyl groups on the cyclopropane ring.
  • They have different chemical formulas.
  • They have different mechanisms of action.

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