Lysozyme is an enzyme that hydrolyzes bacterial cell wall polysaccharides. When this reaction is carried out in the presence of H218O, it is observed that there is retention of configuration at the C1 carbon of the D site sugar as shown below: Would this result suggest that the enzyme mechanism involves the direct nucleophilic attack of water at C1 or that the enzyme mechanism involves attack by a nucleophilic amino acid side chain of the enzyme that generates a transient covalent intermediate?
Lysozyme is an enzyme that hydrolyzes bacterial cell wall polysaccharides. When
this reaction is carried out in the presence of H218O, it is observed that there is
retention of configuration at the C1 carbon of the D site sugar as shown below:
Would this result suggest that the enzyme mechanism involves the direct
nucleophilic attack of water at C1 or that the enzyme mechanism involves
attack by a nucleophilic amino acid side chain of the enzyme that generates a
transient covalent intermediate?
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