High-Throughput Peptide Derivatization toward Supramolecular Diversification in Microtiter Plates

Yiyang Lin, Matthew Penna, Christopher D Spicer, Stuart G Higgins, Amy Gelmi, Nayoung Kim, Shih-Ting Wang, Jonathan P Wojciechowski, E Thomas Pashuck, Irene Yarovsky, Molly M Stevens

Research output: Contribution to journalArticlepeer-review

Abstract

The evolution of life on earth eventually leads to the emergence of species with increased complexity and diversity. Similarly, evolutionary chemical space exploration in the laboratory is a key step to pursue the structural and functional diversity of supramolecular systems. Here, we present a powerful tool that enables rapid peptide diversification and employ it to expand the chemical space for supramolecular functions. Central to this strategy is the exploitation of palladium-catalyzed Suzuki-Miyaura cross-coupling reactions to direct combinatorial synthesis of peptide arrays in microtiter plates under an open atmosphere. Taking advantage of this in situ library design, our results unambiguously deliver a fertile platform for creating a set of intriguing peptide functions including green fluorescent protein-like peptide emitters with chemically encoded emission colors, hierarchical self-assembly into nano-objects, and macroscopic hydrogels. This work also offers opportunities for quickly surveying the diversified peptide arrays and thereby identifying the structural factors that modulate peptide properties.

Original languageEnglish
Pages (from-to)4034-4044
Number of pages11
JournalACS Nano
Volume15
Issue number3
Early online date15 Feb 2021
DOIs
Publication statusPublished - 23 Mar 2021

Bibliographical note

© 2021 American Chemical Society

Keywords

  • Hydrogels
  • Palladium
  • Peptides

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