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Chapter 29: Q5P (page 1157)

Whatα-halo carbonyl compoundis needed to synthesize each amino acid?

(a) Glycine

(b) Isoleucine

(c) Phenylalanine

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Step  1: α-halocarbonyl compound

α-halo carbonyl compound are compound that contain keto-group or α-halogen substitute in a carbonyl group. α-halo carbonyl compound acts as alkylating agents.

02

Step 2:Amino acids

Amino acids are classified as organic molecules that are accountable for protein formation when combined. It has carbonyl (acidic) and amino (basic) groups with a side (-R) chain.

03

Reaction

(a) When bromoacetic acid is treated with NH3in excess amount, it forms glycine.

Formation of glycine

b. When C9H9O2Br is treated with NH3in excess amount, it forms isoleucine

(c) When 6-bromohexanoic acid is treated with NH3in excess amount, it forms phenylalanine.

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Most popular questions from this chapter

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?

Which of the following amines can be used to resolve a racemic mixture of amino acids?

(a)

(b)

(c)

(d)

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

a. Draw the structure of the tripeptide A-A-A, and label the two ionizable functional groups.

b. What is the predominant form of A-A-A at pH=1?

c. The values for the two ionizable functional groups (3.39 and 8.03) differ considerably from the values of alanine (2.35 and 9.87;see table 29.1). Account for the observed differences.

What alkyl halide is needed to synthesize each amino acid from diethyl acetamidomalonate: (a)Asn; (b)His; (c)Trp?
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