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Biochemistry
Amino acids
Amino acids are the building blocks of proteins. A typical amino acid has a primary
amino group, a carboxyl group, a hydrogen atom and a side-chain (R group) attached to a
central -carbon atom (C).
The standard set of 20 amino acids have different side-chains or R groups and
display different physicochemical properties (polarity, acidity, basicity, aromaticity,
bulkiness, conformational inflexibility, ability to form hydrogen bonds, ability to
cross-link and chemical reactivity).
• Hydrophobic, aliphatic amino acids
Amino acid with the simplest structure, has a hydrogen atom in the side-
chain position. E.g; Glycine
The aliphatic side-chains of alanine, valine, leucine , isoleucine and
methionine are chemically unreactive, but hydrophobic in nature.Proline
is also hydrophobic but, with its aliphatic side-chain bonded back on to the
amino group. The sulfur-containing -chain of cysteine is also hydrophobic
and is highly reactive, capable of reacting with another cysteine to form a
disulfide bond.
• Hydrophobic, aromatic amino acids
Phenylalanine, tyrosine and tryptophan are hydrophobic by
virtue of their aromatic rings.
• Polar, charged amino acids
The amino acids have polar, hydrophilic side-chains, some of which are charged at
neutral pH. The amino groups on the side-chains of the basic amino acids arginine and
lysine are protonated and thus positively charged at neutral pH. The side-chain of
histidine can be either positively charged or uncharged at neutral pH. In contrast, at
neutral pH the carboxyl groups on the side-chains of the acidic amino acids aspartic acid
and glutamic acid are de-protonated and possess a negative charge.
• Polar, uncharged amino acids
The side-chains of asparagine and glutamine the amide derivatives of Asp and Glu,
respectively, are uncharged but can participate in hydrogen bonding. Serine and
threonine are polar amino acids due to the reactive hydroxyl group in the sidechain,
and can also participate in hydrogen bonding (as can the hydroxyl group of the
aromatic amino acid Tyr).
• A particular property of amino acids is the ionizable nature of –NH2 and –
COOH groups. Hence in solutions of different pHs, the structure of amino
acids changes.
Amino Acids - Building Blocks of Proteins

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Amino Acids - Building Blocks of Proteins

  • 2. Amino acids Amino acids are the building blocks of proteins. A typical amino acid has a primary amino group, a carboxyl group, a hydrogen atom and a side-chain (R group) attached to a central -carbon atom (C). The standard set of 20 amino acids have different side-chains or R groups and display different physicochemical properties (polarity, acidity, basicity, aromaticity, bulkiness, conformational inflexibility, ability to form hydrogen bonds, ability to cross-link and chemical reactivity).
  • 3. • Hydrophobic, aliphatic amino acids Amino acid with the simplest structure, has a hydrogen atom in the side- chain position. E.g; Glycine The aliphatic side-chains of alanine, valine, leucine , isoleucine and methionine are chemically unreactive, but hydrophobic in nature.Proline is also hydrophobic but, with its aliphatic side-chain bonded back on to the amino group. The sulfur-containing -chain of cysteine is also hydrophobic and is highly reactive, capable of reacting with another cysteine to form a disulfide bond.
  • 4. • Hydrophobic, aromatic amino acids Phenylalanine, tyrosine and tryptophan are hydrophobic by virtue of their aromatic rings.
  • 5. • Polar, charged amino acids The amino acids have polar, hydrophilic side-chains, some of which are charged at neutral pH. The amino groups on the side-chains of the basic amino acids arginine and lysine are protonated and thus positively charged at neutral pH. The side-chain of histidine can be either positively charged or uncharged at neutral pH. In contrast, at neutral pH the carboxyl groups on the side-chains of the acidic amino acids aspartic acid and glutamic acid are de-protonated and possess a negative charge.
  • 6. • Polar, uncharged amino acids The side-chains of asparagine and glutamine the amide derivatives of Asp and Glu, respectively, are uncharged but can participate in hydrogen bonding. Serine and threonine are polar amino acids due to the reactive hydroxyl group in the sidechain, and can also participate in hydrogen bonding (as can the hydroxyl group of the aromatic amino acid Tyr).
  • 7. • A particular property of amino acids is the ionizable nature of –NH2 and – COOH groups. Hence in solutions of different pHs, the structure of amino acids changes.