Extended peptoids: a new class of oligomers based on aromatic building blocks |
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Authors: | Combs David J Lokey R Scott |
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Institution: | Department of Chemistry and Biochemistry, University of California Santa Cruz, Santa Cruz, CA 95064, USA |
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Abstract: | Peptoids (N-substituted polyglycines) represent a class of bioinspired oligomers that have unique physical and structural properties. Here, we report the construction of ‘extended peptoids’ based on aromatic building blocks, in which the N-alkylaminoacetyl group of the peptoid backbone has been replaced by an N-alkylaminomethylbenzoyl spacer. Both meta- and para-bromomethylbenzoic acids were synthesized, providing access to a new class of peptoids. Further, inclusion of hydrophilic side chains confers water solubility to these compounds, showing that, like simple peptoids, extended peptoids add an extra dimension to synthetic poly-amide oligomers with potential application in a variety of biological contexts. |
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Keywords: | Peptoids N-Alkyl glycines Oligomers Bioinspired polymers |
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