Thalidomide: Thalidomide is racemic. One enantiomer is effective against morning sickness, whereas the other is teratogenic. However, the enantiomers.

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Presentation transcript:

Thalidomide: Thalidomide is racemic. One enantiomer is effective against morning sickness, whereas the other is teratogenic. However, the enantiomers are converted into each other in vivo.[3] Dosing with a single-enantiomer form of the drug will still lead to both the D and L isomers eventually being present in the patient's serum and thus would not prevent adverse effects (though it might reduce them if the rate of in vivo conversion can be slowed). Ethambutol: Whereas one enantiomer is used to treat tuberculosis, the other causes blindness. Naproxen: One enantiomer is used to treat arthritis pain, but the other causes liver poisoning with no analgesic effect. Steroid receptor sites also show stereoisomer specificity. Penicillin's activity is stereodependent. The antibiotic must mimic the D-alanine chains that occur in the cell walls of bacteria in order to react with and subsequently inhibit bacterial transpeptidase enzyme. Only L-propranolol is a powerful adrenoceptor antagonist, whereas D-propranolol is not. However, both have local anesthetic effect. The L-isomer of Methorphan, levomethorphan is a potent opioid analgesic, while the D- isomer, dextromethorphan is a dissociative cough suppressant.