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Chapter 29: Q7P (page 1158)

What amino acid is formed when CH3CONHCH(CO2Et)2is treated with the following series of reagents:

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01

Serine

Serine is one of the 20 amino acids found in many proteins, and contains amino, carboxyl, and alcohol group.Serine is a water-loving amino acid, which is why it is a polar hydrophilic amino acid.

02

Reagents

NaOEt acts as co-enzymes for the reaction, formaldehyde is used for preservation, and hydrolysis is used to break down by adding water molecules that make the solution acidic.

03

Reaction

When diethyl acetamidomalonate is treated with NaOEt, CH2=O undergoes hydrolysis and heat is given forms serine amino acid.

Formation of serine

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Most popular questions from this chapter

The anti-obesity drug orlistat works by irreversibly inhibiting pancreatic lipase, an enzyme responsible for the hydrolysis of triacylglycerols in the intestines, so they are excreted without metabolism, inhibition occurs by reaction of orlistat with a serine residue of the enzyme, forming a covalently bound, inactive enzyme product. Draw the structure of the product formed during inhibition.

Devise a synthesis of the following dipeptide from amino acid starting materials.

How many different tripeptides can be formed from three different amino acids?

Give the amino acid sequence of an octapeptide that contains the amino acids Tyr, Ala, Leu (2 equiv), Cys, Gly, Glu and Val, and forms the following fragments when partially hydrolyzed with HCl: Val-Cys-Gly-Glu, Ala-Leu-Tyr, and Tyr-Leu-Val-Cys.

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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