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Chapter 29: Q4P (page 1156)

L-thyroxine, a thyroid hormone and oral medication used to treat thyroid hormone deficiency, is an amino acid that does not exist in proteins. Draw the zwitterionic form of L-thyroxine.

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01

Step 1:L-thyroxine

L-thyroxine is also named levothyroxine. It is used for curing thyroid hormone deficiency called hypothyroidism.It can be consumed via the mouth or by intravenous injection.

02

Zwitter ions

Zwitter ions constitute ions possessing equivalent positive and negative ions. The formal charge of these ions is zero as they are electrically neutral.These compounds comprise quaternary ammonium cations.

03

Step 3:Zwitterionic form of L-thyroxine

The structure of L-thyroxine can be given as:

The zwitterion in L-thyroxine is created by the shift of proton from the carboxyl group to the amino group in order to sustain neutrality. The structure of the zwitterion form of L-thyroxine can be given as:

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Most popular questions from this chapter

Tryptophan is not classified as a basic amino acid even though it has a heterocycle containing a nitrogen atom. Why is the N atom in the five-membered ring of tryptophan not readily protonated by acid?

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