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Roberts, Andrew G.

Andrew G. Roberts

University of Utah

Talk Title

Tyrosine-Selective Peptide Cyclization Methods Inspired by Cyclic Peptide Natural Products

Presentation Time

Tuesday, June 27, 2023, at 08:55 am - 09:20 am

Residue-selective methods for the modification and cyclization of peptides are useful for the discovery and development of therapeutic peptide leads with metabolically stable structures. To develop new methods, the Roberts laboratory draws inspiration from biologically active cyclic and polycyclic peptide natural products. Examples include the arylomycin and vancomycin families of antimicrobial peptides that scaffold tyrosine- and hydroxyphenylglycine-derived biaryl-linkages.

Accordingly, we have developed methods that leverage the in situ formation of 1,2,4-triazoline-3,5-dione, TAD, moieties, also known as urazoles, on native peptides to achieve tyrosine-selective peptide cyclizations and polycyclizations. Detailed accounts of these methods, and their applications toward biologically active cyclic peptides will be presented.

Research in the Roberts laboratory is focused on the design and chemical synthesis of peptide-based therapeutics. Our chemistry draws inspiration from the unique structural elements and function present in ribosomally synthesized and post-translationally modified peptides, RiPPs, and miniproteins. We are interested in the development of chemoselective methods for peptide ligation, macrocyclization, glycosylation and modification.

Additionally, we are interested in discovering catalysis methods for the cleavage and functionalization of carbon-nitrogen, C–N, bonds in small molecule and natural product synthesis efforts.

Andrew G. Roberts
Andrew G. Roberts, talk image 1
Andrew G. Roberts, talk image 2
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