3.13 Amino acids, Proteins and DNA
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Amino acid
Contains both an amine group and a carboxylic acid group
α-amino acids
Have the amine group and the carboxylic group attached to the same carbon
What kind of isomerism occurs in naturally occurring amino acids?
Optical isomerism in all except glycine (which has H as its R group)
Amino acids are __________
amphoteric
Products of amino acid + alkali
Carboxylate salt (Carboxylate group acts as an acid)
Products of amino acid + acid
Ammonium salt (amine group acts as a base)
Isoelectric point
The pH at which the molecule has no net electric charge
Zwitterions
• Where each carboxyl group donates a proton to an amine group • Exist at the isoelectric point
What effects the isoelectric point?
Acidic or basic groups in the side chain - Acidic groups lower it - Basic groups increase it
At pH below the isoelectric point, the amino acid acts as…..
a base
At pH above the isoelectric point, the amino acid acts as…..
an acid
Physical properties of amino acids
• Crystalline ionic solids with relatively high melting points • Soluble in water but not very soluble in non-polar solvents (Both due to charges of zwitterions)
Peptide
Compound made of amino acids joined by peptide links
How are peptide links formed?
Condensation reactions
Name for the part of the amino acid left after a condensation reaction
Amino acid residue
Polypeptides
Condensation polymers of amino acids
Reagent and conditions for acid hydrolysis of peptides
R: 6M aqueous HCl C: Reflux for 24hrs
Products of acid hydrolysis of peptides
Ammonium salts
Reagents and conditions for alkaline hydrolysis of peptides
R: Moderately concentrated aqueous NaOH C: Heat
Products of alkaline hydrolysis of peptides
Carboxylate salts and water
Requirement for proteins to have a quaternary structure
Must have more than one polypeptide chain
Primary structure
The sequence of amino acids in a protein chain
Why is the primary structure relatively stable?
There are strong covalent bonds between the amino acid residues
Secondary structure
A regular three dimensional structure formed by part of a protein chain such as an α-helix or β-pleated sheet