More than 750 amino acids have been discovered in Nature. Bacteria, fungi and algae and other plants provide nearly all these, which exist either in the free form or bound up into larger molecules (as constituents of peptides and proteins and other types of amide, and of alkylated and esterified structures).
The twenty amino acids that are utilised in living cells for protein synthesis under the control of genes are in a special category since they are fundamental to all life forms as building blocks for peptides and proteins.
In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups.
Amino acids exist in either D (dextro) or L (levo) form (stereoisomers). The D and L refer to the absolute confirmation of optically active compounds. With the exception of glycine, all other amino acids are mirror images that can not be superimposed. Most of the amino acids found in nature are of the L-type. Hence, eukaryotic proteins are always composed of L-amino acids although D-amino acids are found in bacterial cell walls and in some peptide antibiotics.
Amino acids are classified into two groups: essential amino acids and nonessential amino acids. An essential amino acid or indispensable amino acid cannot be made by the body and must be supplied by food. These include isoleucine, leucine, lysine, methionine, phenylalanine, threonine, tryptophan, and valine. Another amino acid - histidine is considered semi-essential because the body does not always require dietary sources of it.
Nonessential amino acids are made by the body from the essential amino acids or normal breakdown of proteins. The nonessential amino acids are arginine, alanine, asparagine, aspartic acid, cysteine, glutamine, glutamic acid, glycine, proline, serine, and tyrosine.
The classification of an amino acid as essential or nonessential does not reflect its importance, because all 20 amino acids are necessary for health.
Alpha-amino acids are the building blocks of proteins. Amino acids combine in a condensation reaction, that is, through dehydration synthesis, that releases water and the new “amino acid residue” that is held together by a peptide bond. Proteins are defined by their unique sequence of amino acid residues; this sequence is the primary structure of the protein. Just as the letters of the alphabet can be combined to form an almost endless variety of words, amino acids can be linked in varying sequences to form a vast variety of proteins.
Peptides and proteins play a wide variety of roles in living organisms and display a range of properties (from the potent hormonal activity of some small peptides to the structural support and protection for the organism shown by insoluble proteins).
The physiological importance of alpha amino acids ensures a sustained interest in their chemistry – particularly in pharmaceutical exploration for new drugs, and for their synthesis, reaction and physical properties. As is often the case when the chemistry of a biologically important class of compounds is being vigorously developed, an increasing range of uses has been identified for alpha amino acids in the wider context of stereoselective laboratory synthesis. Continue reading »