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Automated Synthesis of Peptoids and Peptoid-Peptide Hybrids

May 7, 2017

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Peptoids are polymers of various (N-alkyl) glycines.  While they are similar in structure to peptides, peptoids lack a peptide bond making them resistant to proteolytic activity in vivo.  This stability makes peptoids an attractive peptidomimetic target for drug discovery and development.  Peptoids and peptide-peptoid hybrids are generally synthesized through a "sum-monomer" process consisting of two steps; an acylation step using bromoacetic acid and N,N'-diisopropyl carbodiimide (DIC) followed by reaction with a primary amine via nucleophilic displacement of the bromide.  In this Liberty Blue Application Note, microwave irradiation has been shown to significantly reduce peptoid synthesis times, making the production of peptoid libraries much more viable.

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