ORGANIC CHEMISTRY-ACCESS
ORGANIC CHEMISTRY-ACCESS
6th Edition
ISBN: 9781260475586
Author: SMITH
Publisher: MCG
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Chapter 27, Problem 69P
Interpretation Introduction

Interpretation: The preparation of chiral amino acids by using Strecker synthesis is to be proposed.

Concept introduction: The Strecker synthesis involves the synthesis of α amino acids from the reaction of an aldehyde with hydrogen cyanide and ammonia. This reaction yields α amino nitrile as an intermediate. The hydrolysis of α amino nitrile (an intermediate) yields D and L form of α amino acids.

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(a) What amino acids would be obtained by hydrolysis of the following tripeptide? H,NCHCNHCHCNHCHCOH (CH)2CH H.CоН Н-ССH-СОН (b) How many different tripeptides can be made from gly- cine, serine, and glutamic acid? Give the abbreviation for each of these tripeptides, using the three-letter codes and one-letter codes for the amino acids.
Explain why casein is not denatured by the addition of acid (unlike most proteins).

Chapter 27 Solutions

ORGANIC CHEMISTRY-ACCESS

Ch. 27.3 - Prob. 11PCh. 27.3 - Prob. 12PCh. 27.4 - Problem 29.13 What alkene is needed to synthesize...Ch. 27.5 - Problem 29.14 Draw the structure of each peptide....Ch. 27.5 - Problem 29.15 Name each peptide using both the...Ch. 27 - Draw the product formed when the following amino...Ch. 27 - With reference to the following peptide: a...Ch. 27 - Prob. 31PCh. 27 - Histidine is classified as a basic amino acid...Ch. 27 - Tryptophan is not classified as a basic amino acid...Ch. 27 - What is the structure of each amino acid at its...Ch. 27 - What is the predominant form of each of the...Ch. 27 - 29.37 What is the predominant form of each of the...Ch. 27 - a. Draw the structure of the tripeptide A–A–A, and...Ch. 27 - 29.39 Draw the organic products formed in each...Ch. 27 - 29.40 What alkyl halide is needed to synthesize...Ch. 27 - Prob. 50PCh. 27 - Draw the structure for each peptide: (a) Phe–Ala;...Ch. 27 - 29.52 For the tetrapeptide Asp–Arg–Val–Tyr: a....Ch. 27 - Prob. 53PCh. 27 - Prob. 54PCh. 27 - 29.55 Draw the amino acids and peptide fragments...Ch. 27 - Prob. 56PCh. 27 - Prob. 57PCh. 27 - Prob. 58PCh. 27 - 29.59 An octapeptide contains the following amino...Ch. 27 - 29.60 Draw the organic products formed in each...Ch. 27 - 29.65 Draw the mechanism for the reaction that...Ch. 27 - 29.66 Which of the following amino acids are...Ch. 27 - 29.67 After the peptide chain of collagen has been...Ch. 27 - Prob. 68PCh. 27 - Prob. 69PCh. 27 - 29.70 The anti-obesity drug orlistat works by...Ch. 27 - Prob. 71P
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