Question

How does chymotrypsin stabilize the tetrahedral intermediate?

A. Covalent bond formation B. An acidic proton donor C. Electrostatic hydrogen bond interactions D. None of the above

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Answer #1

C. Electrostatic hydrogen bond interactions. A nucleophile attack on the Carbonyl group of the peptide bond causes the electron of the C=O migrate to the oxygen atom. This creates a tetrahedral structure (C-atom bound to amino group, C-alpha atom, O- atom, and the nucleophile, just like a tetrahedral CH4 molecule), the O- is stabilized by the -NH groups of chymotrypsin by hydrogen bonding. Please rate this answer if you liked.

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