Chemistry · Ch 14 — Biomolecules
Peptide Bond Formation
Peptide Bond Formation
The amino acids that make up a protein are joined together covalently by peptide bonds. A peptide bond forms when the carboxyl group of one amino acid reacts with the amino group of a second amino acid, releasing a molecule of water and leaving the two residues joined by an amide linkage -- it is this specific amide linkage between two amino acids that is given the special name peptide bond. The compound produced by joining exactly two amino acids this way is called a dipeptide. Adding a third amino acid to a dipeptide, forming a second peptide bond, gives a tripeptide; continuing to add residues one at a time gives, in turn, a tetrapeptide, a pentapeptide, and so on. When a comparatively small number of amino acids are linked this way the chain is called a polypeptide; when a very large number of amino acids are linked, and the resulting chain has taken on a biological function, it is called a protein. …
Worked out. A worked reaction scheme showing glycine (H₂N-CH₂-COOH) and alanine (H₂N-CH(CH₃)-COOH) combining with loss of one water molecule to give the dipeptide glycylalanine, drawn as H₂N-CH₂-CO-NH-CH(CH₃)-COOH -- the new -CO-NH- amide linkage in the middle of the product is labelled as the peptide bond, with glycine contributing the free N-terminal end and alanine contributing the free C-termina …