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Chapter 29: 19P (page 1170)

Draw the structure of the N-phenylthiohydantoin formed by initial Edman degradation of each peptide: (a) Ala-Gly-Phe-Phe; (b) Val-Ile-Tyr.

Short Answer

Expert verified

Edman degradation is a technique to cleave amino acids from the N-terminal of the peptide chain, and the process continues until the whole sequence is known.

There are two products formed by Edman degradation, one is N-phenylthiohydantoin, and the other is a new peptide chain with one less amino acid.

Step by step solution

01

Edman Degradation

Edman degradation is a technique to cleave amino acids from the N-terminal of the peptide chain, and the process continues until the whole sequence is known.

There are two products formed by Edman degradation, one is N-phenylthiohydantoin, and the other is a new peptide chain with one less amino acid.

02

Structure of the N-phenylthiohydantoin formed by initial Edman degradation of Ala-Gly-Phe-Phe.

a.The initial Edman degradation of Ala-Gly-Phe-Phe is done by cleaving amino acid from N-terminal.

03

Structure of the N-phenylthiohydantoin formed by initial Edman degradation of Val-Ile-Tyr.

b. The initial Edman degradation of Val-Ile-Tyr is done by removing N-terminal amino acid from the peptide chain.

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Most popular questions from this chapter

Write out a scheme for the resolution of the two enantiomers of the antiplatelet drug clopidogrel with 10-camphorsulfonic acid.

What aldehyde is needed to synthesize each amino acid by the Strecker synthesis?

(a) Valine;

(b) Leucine;

(c) Phenylalanine.

Draw the product formed when the following amino acid is treated with each reagent: (a)CH3OH;H+; (b)CH3COCl, pyridine; (c) HCl (1 equiv); (d) NaOH (1 equiv); (e)C6H5N=C=S.

(a) What products are formed when each peptide is treated with trypsin? (b) What products are formed when each peptide is treated with chymotrypsin?

[1] Gly–Ala–Phe–Leu–Lys–Ala

[2] Phe–Tyr–Gly–Cys–Arg–Ser

[3] Thr–Pro–Lys–Glu–His–Gly–Phe–Cys–Trp–Val–Val–Phe

What form exists at the isoelectric point of each of the following amino acids: (a) valine; (b)leucine; (c)proline; (d) glutamic acid
See all solutions

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