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 9PP
Interpretation Introduction

Interpretation:

The amino acid sequence of the polypeptides on the basis of partial acidic hydrolysis products of the peptide is to be given.

Concept introduction:

舧 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.

舧 Amino acid composition analysis is a protein analysis method, which is widely used for the quantification of protein. The hydrolysis method involves random liberation of all amino acids of the substrate. The recovery of amino acid is done quantitatively using hydrolyzate. The peptide fragments are individually analyzed and the overall peptide sequence is ascertained on the basis of overlapping patterns of the peptide fragments.

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Answer the (b) part of the question 6  (a) A decapeptide has the following amino acid composition: Ala2 , Arg, Cys, Glu, Gly, Leu, Lys, Phe, Val Partial hydrolysis yields the following tripeptides: Cys-Glu-Leu + Gly-Arg-Cys + Leu-Ala-Ala+ Lys-Val-Phe + Val-Phe-Gly. Reaction of the decapeptide with 2,4-dinitrofluorobenzene yields 2,4-dinitrophenylysine. From the experimental data, deduce the primary structure of the decapeptide. (b) Suggest a scheme you will follow to synthesize the dipeptide Ala-Gly
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