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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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Answer

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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

Name each peptide using both the three-letter and one-letter abbreviations of the component amino acids.

a.

b.

An octapeptide contains the following amino acids: Arg, Glu, His, Ile, Leu, Phe, Tyr, and Val. Carboxypeptidase treatment of the octapeptide forms Phe and a heptapeptide. Treatment of the octapeptide with chymotrypsin forms two tetrapeptides, A and B. Treatment of A with trypsin yields two dipeptides, C and D. Edman degradation cleaves the following amino acids from each peptide: Glu (octapeptide), Glu (A), Ile (B), Glue (C), and Val (D). Partial hydrolysis of tetrapeptide B forms Ile-Leu in addition to other products. Deduce the structure of the octapeptide and fragments A-D.

The fibroin proteins found in silk fibers consist of large regions of β-pleated sheets stacked one on top of another. (a) Explain why having a glycine at every other residue allows the β-pleated sheets to stack on top of each other. (b) Why are silk fibers insoluble in water?

Histidine is classified as a basic amino acid because one of the N atoms in its five-membered ring is readily protonated by acid. Which N atom in histidine is protonated and why?

What is the predominant form of each of the following amino acids at pH=11? What is the overall charge on the amino acid? (a)valine; (b)proline; (c)glutamic acid; (d)lysine?
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