EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
4th Edition
ISBN: 9781119659525
Author: Klein
Publisher: WILEY CONS
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Chapter 25.5, Problem 30CC
Interpretation Introduction

Interpretation:

The initial PTH derivative formed when Ala-Phe-Val undergoes Edman degradation need to be drawn.

Concept introduction:

Edman degradation is a chemical reaction where the N-terminus amino acid is removed when the peptide is treated with phenyl isothiocyanate followed by treatment with trifluoroacetic acid to form phenylthiohydantoin(PTH) derivative and peptide with one amino acid residue less than the starting peptide.  This method can be used to identify the sequence of the amino acid in peptide as only one amino acid is removed each time forming the PTH derivative.  The general scheme for Edman degradation can be shown as,

EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG, Chapter 25.5, Problem 30CC

To draw: the structure of initial PTH derivative obtained when tripeptide Ala-Phe-Val undergoes Edman degradation.

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EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG

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