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Peptidic Catalysts Conformationally Tuned for Fluoride Binding and Delivery

Abstract:
Knowledge on how fluoride interacts with peptides is currently limited to in silico studies. Here, we report an experimental investigation on the ability of peptidic scaffolds to bind fluoride using TBAF·3H2O or CsF. For CsF, in-depth NMR and GOAT-DFT studies shed light on peptides acting as chelators to both fluoride and cesium ions. This finding led to the development of the first peptide-catalyzed fluorination reactions. These advances open a new avenue to investigate fluorination chemistry with peptide-based catalysts that are considered as the possible ancestors to enzymes.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/jacs.6c01667

Authors

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0002-6529-907X
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0001-5034-0968
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
More by this author
Role:
Author
ORCID:
0000-0002-0104-4166


More from this funder
Funder identifier:
https://ror.org/01ar8dr59
Grant:
CHE-2400056
More from this funder
Funder identifier:
https://ror.org/0472cxd90
Grant:
832994
More from this funder
Funder identifier:
https://ror.org/0439y7842
Grant:
APP17346
More from this funder
Funder identifier:
10.13039/501100002428
Grant:
J 4705


Publisher:
American Chemical Society
Journal:
Journal of the American Chemical Society More from this journal
Volume:
148
Issue:
9
Pages:
9238-9243
Publication date:
2026-02-24
Acceptance date:
2026-02-20
DOI:
EISSN:
1520-5126
ISSN:
0002-7863


Language:
English
Keywords:
Pubs id:
2384429
Local pid:
pubs:2384429
Source identifiers:
3846014
Deposit date:
2026-03-12
ARK identifier:
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