ORGANIC CHEMISTRY TEXT PACKAGED - 2 YE
ORGANIC CHEMISTRY TEXT PACKAGED - 2 YE
10th Edition
ISBN: 9781260024241
Author: Carey
Publisher: MCG/CREATE
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Chapter 26.7, Problem 14P
Interpretation Introduction

Interpretation:

Assuming that each chirality center is L, the structural formula for each of the given dipeptides is to be shown in a manner that reveals the stereochemistry at the α-carbon atom.

Concept Introduction:

A peptide bond is an amide bond. A dipeptide contains two amino acids linked by a peptide bond.

It is formed between amino group of one amino acid the carboxyl group of the other amino acid.

The peptide structures are written, such that the amino group is at the left side and the carboxyl group is at the right side.

The left end of the peptide is called the N terminus and the right end is called the C terminus.

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An oligopeptide, 6 amino acids in length, was subjected to acid hydrolysis and yielded equimolar amounts of the following amino acids (in alphabetical order):                                        Arg     Gln    Lys    Met    Thr    Tyr         Based on the following separate treatments, which amino acid is in position #5 of this       sequence?       a.   Cyanogen bromide treatment had no effect.         b.   Trypsin treatment yielded a dipeptide, a tripeptide and free arginine. The tripeptide had a net positive charge at pH 7.         c.   Chymotrypsin treatment yielded a dipeptide and a tetrapeptide. The dipeptide had a net             charge of zero at pH 5.         d.   The phenylthiohydantoin derivative released by one round of Edman degradation was             PTH-Thr.
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 One round of Edman degradation yields a lysine phenylthiohydantoin. From this information, deduce the primary structure of this decapeptide.
. True/ False   A. Amino acids found in the living systems are generally in the D-form B. The R-group attached to alfa carbon atom of amino acids are unique for each amino acids. C. Of the 20 essential amino acids, glycine is the only amino acid which is achiral. D. Ions of heavy metals Hg2+ or Pb2+ denature proteins by combining with the amino groups. E. Denaturation of protein involves the breakdown of secondary, tertiary and quaternary structure. F. Cysteine is the only amino acid that can form a disulfide bridge. G. Both the poly saccharides and proteins are polymers. H. Hydrogen bonding is responsible for the secondary structure of Proteins. I. When proteins are hydrolyzed, smaller peptides and amino acids are produced. J. When simple lipids are hydrolyzed glycerol an alcohol as well as fatty acids and their salts are produced.
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