Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 24, Problem 15PP
Interpretation Introduction

Interpretation:

The explanation of structural features of a linker, which make it possible for the polypeptide to be detached from the Wang resin using trifluoroacetic acid, is to be given.

Concept introduction:

In solid-phase peptide synthesis (SPPS), peptides are prepared, residue by residue. The peptide is attached to polymer support at one end. The polymer support is insoluble; the by-products, excess reagents, and solvents are rinsed away in between each synthetic step and the polymer support remains intact.

The polypeptide is finally cleaved from the polymer support and is purified by HPLC (high-performance liquid chromatography). The Wang resin is used as polymer support for the batch synthesis of peptide acids following the Fmoc- or tert-Bu-protection. It is cleaved by TFA.

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