Chapter 26.6, Problem 13P

Interpretation Introduction

Interpretation:

The N-terminal residue on a peptide that gives the PTH derivative shown upon Edmund degradation is to be stated.

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 acid converts ATZ into a phenylthiohydantoin (PTH).

To give:

The N-terminal residue on a peptide that gives the PTH derivative shown upon Edmund degradation.