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Chapter 29: Q5P (page 1157)

What伪-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

伪-halo carbonyl compound are compound that contain keto-group or 伪-halogen substitute in a carbonyl group. 伪-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

Explain why the pKaof the -NH3+group of an 伪-amino acid is lower than the pKaof the ammonium ion derived from a 1掳amine (RNH3+). For example, pKaof the -NH3+group of alanine is 9.87 but the pKaof CH3NH3+is 10.63.

Glutathione, a powerful antioxidant that destroys harmful oxidizing agents in cells, is composed of glutamic acid, cysteine, and glycine, and has the following structure:

a. What product is formed when glutathione reacts with an oxidizing agent?

b. What is unusual about the peptide bond between glutamic acid and cysteine?

Draw the structure of each peptide. Label the N-terminal and C-terminal amino acids and all amide bonds.

a. Val鈥揋lu

b. Gly鈥揌is鈥揕eu

c. M鈥揂鈥揟鈥揟

What is the structure of each amino acid at its isoelectric point: (a) alanine (b) methionine; (c)aspartic acid; (d) lysine?

Give the amino acid sequence of each peptide using the fragments obtained by partial hydrolysis of the peptide with acid.

  1. A tetrapeptide that contains Ala, Gly, His, and Tyr, which is hydrolyzed to the dipeptides His-Tyr, Gly-Ala, and Ala-His.
  2. A pentapeptide that contains Glu, Gly, His, Lys, and Phe, which is hydrolyzed to His-Gly-Glu, Gly-Glu-Phe, and Lys-His.
See all solutions

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