A transient tetrahedral intermediate in chymotrypsinmediated

A transient tetrahedral intermediate in chymotrypsin-mediated protein hydrolysis is stabilized by exactly what? Be specific. *Biochemistry*

Solution

Instability of the negative charge on the substrate carbonyl oxygen formed during the process of chymotrypsin-mediated protein hydrolysis will cause it to collapse. Therefore, re-formation of a double bond with carbon which breaks the peptide bond between the carbon and amino acid group stabilizes the intermediate. The amino leaving group is protonated by His57, facilitating its displacement. Once the oxyanion hole stabilizes the negative charge, the bond breaks because the proton from Histidine is binding to nitrogen to make it less likely to carbon. The leaving group is stabilized and the acyl-enzyme is formed.