On-Resin Recognition of Aromatic Oligopeptides and Proteins through Host-Enhanced Heterodimerization.
View / Open Files
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 (ACS)
Volume
144
Issue
19
Pages
8474-8479
Language
eng
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, 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 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.
Keywords
Peptides, Oligopeptides, Proteins, Dimerization
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
Statistics
Total file downloads (since January 2020). For more information on metrics see the
IRUS guide.