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At which nucleophilic site is serine MOST likely to be acylated by penicillin? A.Side chain -OHB.Carbonyl carbonC.CarboxylateD.ɑ-Carbon

Question

At which nucleophilic site is serine MOST likely to be acylated by penicillin? A.Side chain -OHB.Carbonyl carbonC.CarboxylateD.ɑ-Carbon

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Solution

The serine is most likely to be acylated by penicillin at the side chain -OH. This is because the -OH group on the side chain of serine is a good nucleophile and can attack the electrophilic carbonyl carbon of the penicillin, leading to acylation. So, the correct answer is A. Side chain -OH.

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