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Chapter 24: Q20P (page 1282)

Show the third and fourth steps in the sequencing of oxytocin. Use figure 24-14 as a guide.

Short Answer

Expert verified

The most efficient method for sequencing peptides is Edman degradation. In this process, a peptide is treated with phenyl isothiocyanate that is followed by hydrolysis. The products formed from the degradation process are the peptide chain which is a shortened one and a heterocyclic derivative of the terminal amino acid known as phenylthiohydantoin.

Step by step solution

01

Edman degradation

The most efficient method for sequencing peptides is Edman degradation. In this process, a peptide is treated with phenyl isothiocyanate that is followed by hydrolysis. The products formed from the degradation process are the peptide chain which is a shortened one and a heterocyclic derivative of the terminal amino acid known as phenylthiohydantoin.

02

 First two steps in sequencing of oxytocin

The first two steps in sequencing oxytocin involves Edman degradation which cleaves the terminal amino acid and as a result of it, phenylthiohydantoin derivative is formed. The shortened peptide is readily available for the next steps.

03

 Third and fourth steps in sequencing of oxytocin

The third and fourth step in the sequencing of oxytocin are represented by the figures as shown below.

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Show how you would synthesize Leu-Gly-Ala-Val-Phe starting with Fmoc-Ala-Val-Phe— P

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