The Pka for the side chain of His is usually around 6, but despite this in the catalytic cycle of chymotrypsin, the side...
The Pka for the side chain of His is usually around 6, but despite this in the catalytic cycle of chymotrypsin, the side chain of the amino acid His 57 can act as both a excellent base and an acid
subject: Biochem
Homework Answers
The reason is that in the histidine side chain, there is imidazole ring, in which two nitrogens in the form of NH and N are separated by a carbon having C=N, and due to this conjugation, both the nitrogens are exchangeable as N and NH, as shown below.
Due to the existence of NH and N in the resonance, as shown above. The nitrogen which is in the form of NH is responsible for the observed acidic nature as it loses the proton, and the nitrogen which is in the form of 'N' is responsible for the observed basic nature as it gains a proton.
Hence, in the catalytic cycle of chymotrypsin, the side chain of the amino acid His 57 can act as both an excellent base and an acid
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