Chapter 26.6, Problem 14P

Interpretation Introduction

Interpretation:

The structure of PTH derivative that will be produced in Edmund degradation of angiotension II is to be given.

Concept introduction:

Edmund degradation involves the treatment of a peptide with phenylisothiocyanate(PITC) followed by treatment with trifluoroacetic acid.

In the first step PITC attacks the NH₂ group of the N-terminal acid. In the second step the N-terminal acid residue splits from the peptide chain to yield an anilinothiazolinone(ATZ) derivative along with chain shortened peptide chain. In the third step the aqueous acid converts ATZ into a phenylthiohydantoin (PTH).

To give:

The structure of PTH derivative that will be produced in Edmund degradation of angiotension II.