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Chapter 29: Question 29.15 (page 1166)

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

a.

b.

Short Answer

Expert verified

Answer

a. R-N-V and Arg-Asn-Val

b. K-H-Q and Lys-His-Gln

Step by step solution

01

Peptides

Amino acid binds together by amide bonds. Large molecules are formed called peptides. Peptides are used as dietary supplements, stimulate the skin, and provide proteins required for the skin.

02

Abbreviations

a. The names of these peptides are R-N-V and Arg-Asn-Val.

Structure of Arg-Asn-Val/R-N-V

b. The names of these peptides are K-H-Q and Lys-His-Gln.

Structure of Lys-His-Glu/K-H-Q

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Most popular questions from this chapter

Use the given experimental data to deduce the sequence of an octapeptide that contains the following amino acids: Ala, Gly (2 equiv), His (2 equiv), Ile, Leu and Phe. Edman degradation cleaves Gly from the octapeptide, and carboxypeptidase forms Leu and a heptapeptide. Partial hydrolysis forms the following fragments: Ile-His-Leu, Gly, Gly-Ala-Phe-His, and Phe-His-Ile.

Identify the lettered intermediates in the following reaction scheme. This is an alternative method to synthesize amino acids, based on the Gabriel synthesis of 1° amines (Section 25.7A).

Explain why the pKaof the -NH3+group of an α-amino acid is lower than the pKaof the ammonium ion derived from a 1∘amine (RNH3+). For example, thepKa of therole="math" localid="1648617659352" -NH3+ group of alanine is 9.87 but thepka ofCH3NH3+ is 10.63.

Question: Into how many peaks will each proton shown in green be split?

a.

b.

c.

d.

e.

Image Caption

f.

Another method to form a peptide bond involves a two-step process:

[1] Conversion of a Boc-protected amino acid to a p-nitrophenyl ester.

[2] Reaction of the p-nitrophenyl ester with an amino acid ester.

  1. Why does a p-nitrophenyl ester “activate” the carboxy group of the first amino acid to amide formation?

  2. Would a p-methoxyphenyl ester perform the same function? Why or why not?
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