On-Resin Recognition of Aromatic Oligopeptides and Proteins through Host-Enhanced Heterodimerization.
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Authors
Huang, Zehuan
Sala, Renata L
McLean, Alan
Wu, Guanglu
Sokołowski, Kamil
King, Katie
McCune, Jade A
Publication Date
2022-05-18Journal Title
J Am Chem Soc
ISSN
0002-7863
Publisher
American Chemical Society
Type
Article
This Version
VoR
Metadata
Show full item recordCitation
Chen, X., Huang, Z., Sala, R. L., McLean, A., Wu, G., Sokołowski, K., King, K., et al. (2022). On-Resin Recognition of Aromatic Oligopeptides and Proteins through Host-Enhanced Heterodimerization.. J Am Chem Soc 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 peptide heterodimerization, critical for next-generation biomolecular purification and formulation of therapeutics. Here, we employ a synthetic host to simultaneously encapsulate an aromatic and a noncanonical l-perfluorophenylalanine-containing peptide through embedded polar-π interactions, constructing an unprecedented series of heteropeptide dimers. To demonstrate the utility, this heteropeptide dimerization strategy was applied toward 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.
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
External DOI: https://doi.org/10.1021/jacs.2c02287
This record's URL: https://www.repository.cam.ac.uk/handle/1810/340392
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