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Amino Acids

Which of the ...

Question

Which of the nitrogen of histidine is first protonated ?

A

$α$

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B

$β$

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C

$B o t h$

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D

$N o n e$

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Solution

The correct option is B
$β$

Protonation at $β - N$ leads to imidazolium ion, which is stabilized by two equivalent resonating structures.

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Which of the nitrogen of histidine is first protonated ?

Q. When the imidazole ring of Histidine is protonated, tendency of nitrogen to be protonated (proton migrates from

- C O O H

) is in the order?

Q. Which nitrogen in the given compound will get protonated first?

Q. Using the provided

p K_{a}

values for fully protonated histidine, determine an isoelectric point at which the aminoacid exist mostly in its zwitter ionic form. (upto two decimal places)

All common amino acids except one react with cold nitrous acid(HNO₂) and evolve nitrogen gas.

That amino acid is

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