Return to Contents Chapter 27: Amino Acids, Peptides and Proteins Ch 27 contents

Amino Acids questions

Qu 1: Why are the non-polar side chains unreactive ?
Qu 2: Does L-cysteine have R- or S- absolute configuration ?
  L-cysteine 
Qu 3: Regular carboxylic acids such as ethanoic acid, have pKas around 5, while in α-amino acids, the carboxyl pKa =2.  Why is this ?
Qu 4: The amino acid histidine has two potentially basic N sites in the side chain, which one is more basic and why ?
Qu 5: What is the isoelectronic point, pI, of each of the following hypothetical amino acids for which you are given their pKa values ?
(pKa1 = carboxyl,  pKa2 = ammonium, pKa3 = side chain functional group)

(a) pKa1 = 2.0,  pKa2 = 10.0 
(b) pKa1 = 2.0,  pKa2 = 10.0,  pKa3 = 4.0 
(c) pKa1 = 2.0,  pKa2 = 10.0,  pKa3 = 8.0 

Answers ?


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organic chemistry © Dr. Ian Hunt, Department of Chemistry University of Calgary