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On-Resin Recognition of Aromatic Oligopeptides and Proteins through Host-Enhanced Heterodimerization.

cam.depositDate2022-04-27
dc.contributor.authorChen, Xiaoyi
dc.contributor.authorHuang, Zehuan
dc.contributor.authorSala, Renata L
dc.contributor.authorMcLean, Alan
dc.contributor.authorWu, Guanglu
dc.contributor.authorSokołowski, Kamil
dc.contributor.authorKing, Katie
dc.contributor.authorMcCune, Jade A
dc.contributor.authorScherman, Oren
dc.contributor.orcidChen, Xiaoyi [0000-0001-9833-1390]
dc.contributor.orcidScherman, Oren [0000-0001-8032-7166]
dc.date.accessioned2022-08-24T07:44:12Z
dc.date.available2022-08-24T07:44:12Z
dc.date.issued2022-05-18
dc.date.updated2022-04-27T14:41:15Z
dc.description.abstractPeptide 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.
dc.identifier.doi10.17863/CAM.87830
dc.identifier.eissn1520-5126
dc.identifier.issn0002-7863
dc.identifier.urihttps://www.repository.cam.ac.uk/handle/1810/340392
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.publisher.departmentDepartment of Chemistry
dc.rightsAttribution 4.0 International
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.titleOn-Resin Recognition of Aromatic Oligopeptides and Proteins through Host-Enhanced Heterodimerization.
dc.typeArticle
dcterms.dateAccepted2022-04-18
prism.publicationNameJ Am Chem Soc
pubs.funder-project-idEuropean Commission Horizon 2020 (H2020) Marie Sk?odowska-Curie actions (845640)
pubs.funder-project-idEPSRC (2342310)
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/L027151/1)
pubs.funder-project-idEuropean Research Council (726470)
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/R512461/1)
pubs.licence-display-nameApollo Repository Deposit Licence Agreement
pubs.licence-identifierapollo-deposit-licence-2-1
rioxxterms.typeJournal Article/Review
rioxxterms.versionVoR
rioxxterms.versionofrecord10.1021/jacs.2c02287

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