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2,5-Diketopiperazines : ウィキペディア英語版 | 2,5-Diketopiperazine
A 2,5-diketopiperazine (2,5-DKP) is a type of cyclic organic compound that results from peptide bonds between two amino acids to form a double lactam. They are the smallest cyclic peptides. In keeping with standard IUPAC organic nomenclature, the "2,5-" designates the atoms on the diketopiperazine ring that are the carbonyls. ==Production== 2,5-Diketopiperazine was the first peptide to have its complete three-dimensional structure described, in work undertaken Robert Corey in the 1930s. 2,5-Diketopiperazines are commonly biosynthesized from amino acids by a variety of organisms, including mammals, and are considered to be secondary metabolites. Some proteases, such as dipeptidyl peptidases, cleave the terminal ends of proteins to generate dipeptides, which naturally cyclize to form 2,5-diketopiperazines. They are also often produced as degradation products of polypeptides, especially in processed food and beverages.〔 The rings may also be prepared synthetically via a wide range of techniques.〔〔 The simplest of which is the formation of the dipeptide followed by dehydrative cyclisation, other methods include modified Ugi reactions.
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