On-Resin Recognition of Aromatic Oligopeptides and Proteins through Host-Enhanced Heterodimerization
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Authors
Scherman, Oren
McCune, Jade
Chen, xiaoyi
Huang, Zehuan
Sokolowski, kamil
Sala Lang, Renata
McLean, Alan
Wu, Guanglu
King, Katherine
Publication Date
2022-05-18Journal Title
Journal of the American Chemical Society
ISSN
0002-7863
Publisher
American Chemical Society
Volume
144
Issue
19
Pages
8474-8479
Language
eng
Type
Article
This Version
VoR
Metadata
Show full item recordCitation
Scherman, O., McCune, J., Chen, x., Huang, Z., Sokolowski, k., Sala Lang, R., McLean, A., et al. (2022). On-Resin Recognition of Aromatic Oligopeptides and Proteins through Host-Enhanced Heterodimerization. Journal of the American Chemical Society, 144 (19), 8474-8479. https://doi.org/10.1021/jacs.2c02287
Abstract
Peptide dimerization is ubiquitous in natural protein conjugates and artificial self-assemblies. A major challenge in artificial systems remains achieving quantitative heterodimerization of peptides, critical for next-generation biomolecular purification and formulation of therapeutics. Here, we employ a synthetic host to simultaneously encapsulate an aromatic peptide and a non-canonical L-perfluorophenylalanine-containing peptide through embedded polar-π interactions, thus constructing an unprecedented series of heteropeptide dimers. To demonstrate the utility, this heteropeptide dimerization strategy was applied to achieve on-resin recognition of N-terminal aromatic residues in peptides as well as insulin, both exhibiting
high recycling efficiency (> 95%). This research unveils a generic approach to exploit quantitative heteropeptide dimers for the design of supramolecular (bio)systems.
Keywords
Dimerization, Oligopeptides, Peptides, Proteins
Sponsorship
European Commission Horizon 2020 (H2020) Marie Sk?odowska-Curie actions (845640)
EPSRC (2342310)
Engineering and Physical Sciences Research Council (EP/L027151/1)
European Research Council (726470)
Engineering and Physical Sciences Research Council (EP/R512461/1)
Identifiers
35535953, PMC9121384
External DOI: https://doi.org/10.1021/jacs.2c02287
This record's URL: https://www.repository.cam.ac.uk/handle/1810/337972
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