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inopeptide
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There are 10 letters in INOPEPTIDE ( D2E1I1N1O1P3T1 )
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An isopeptide bond is an amide bond that can form for example between the carboxyl group of one amino acid and the amino group of another. At least one of these joining groups is part of the side chain of one of these amino acids. This is unlike in a peptide bond which is sometimes called an eupeptide bond, especially when discussing about both of these bond types in the same context to make a distinction between the two. * Lysine for example has an amino group on its side chain and glutamic acid has a carboxy group on its side chain. These amino acids among other similar amino acids may join together or with some other amino acids to form an isopeptide bond. * Isopeptide bond may also form between a γ-carboxamide group ( -(C=O)NH2 ) of glutamine and primary amine ( RNH2 ) of some amino acid as follows * Gln-(C=O)NH2 + RNH2 → Gln-(C=O)NH-R + NH3Bond formation can be either enzyme catalyzed, as in the case for the isopeptide bond formed between lysine and glutamine catalyzed by transglutaminases (their reaction is similar to the reaction above), or it can form spontaneously as observed in HK97 bacteriophage capsid formation and Gram-positive bacterial pili. Spontaneous isopeptide bond formation requires the presence of another residue, glutamic acid, which catalyzes bond formation in a proximity induced manner.An example of a small peptide containing an isopeptide bond is glutathione, which has a bond between the side chain of a glutamate residue and the amino group of a cysteine residue. An example of a protein involved in isopeptide bonding is ubiquitin, which gets attached to other proteins with a bond between the C-terminal glycine residue of ubiquitin and a lysine side chain of the substrate protein. |