Design and synthesis of macrocyclic peptomers as mimics of a quorum sensing signal from Staphylococcus aureus |
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Authors: | Fowler Sarah A Stacy Danielle M Blackwell Helen E |
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Affiliation: | Department of Chemistry, University of Wisconsin-Madison, Madison, WI 53706-1322, USA. |
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Abstract: | We report the design and synthesis of macrocyclic peptide-peptoid hybrids (peptomers) as analogs of autoinducing peptide I (AIP-I) from Staphylococcus aureus. Our solid-phase synthetic route includes efficient microwave-assisted reactions and a tandem macrocyclization-cleavage step, and we demonstrate its compatibility with parallel synthesis through the generation of a focused peptomer library. One of the peptomers was capable of stimulating biofilm formation in S. aureus, a phenotype linked to AIP-I receptor (AgrC-I) inhibition. |
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