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 16PP
Interpretation Introduction

Interpretation:

The steps involved in the synthesis of the tripeptide KFA using the SPPS procedure are to be outlined.

Concept introduction:

Amino acids are organic compounds containing amine (NH2) and carboxyl (COOH) functional group along with a side chain (R group) specific to each amino acid.

Basicity is the ability to donate electron pair. Compounds that can donate electron pair easily are more basic.

In solid-phase peptide synthesis (SPPS), peptides are prepared, residue by residue; one end of the peptide is anchored to an insoluble polymer support while by-products, excess reagents, and solvents are rinsed away between each synthetic step. Finally, the polypeptide is detached from the polymer support and introduced to a final purification by HPLC.

Diisopropylcarbodiimide is used as a bond forming agent between N-terminal amino acid of the peptide growing and carbonyl group of the new amino acid.

Fmoc is the protection group used in the synthesis of polypeptides by solid phase peptide synthesis.

Boc and Phenyl-Fmoc are the protection groups that are used for protecting side-chain amino group.

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