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Although peptide-based molecules are known to have therapeutic potential, the generation of phage focused libraries to optimize peptides is effort-consuming. A chemical method is developed to extend a maleimide-conjugated peptide with a cysteine-containing random-peptide phage display library. As a proof of concept, a 15-mer epidermal growth factor receptor (EGFR)-binding peptide was synthesized with a maleimide group at its C-terminus and then conjugated to the cysteine-containing library. After panning and screening, several extended peptides were discovered and tested to have a higher affinity to EGFR. This strategy can have broad utility to optimize pharmacophores of any modalities (peptides, unnatural peptides, drug conjugates) capable of bearing a maleimide group. Copyright © 2013 Elsevier Ltd. All rights reserved.


Buyung Santoso, Son Lam, Brion W Murray, Gang Chen. A simple and efficient maleimide-based approach for peptide extension with a cysteine-containing peptide phage library. Bioorganic & medicinal chemistry letters. 2013 Oct 15;23(20):5680-3

PMID: 23992863

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