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@ARTICLE{Kortman:642190,
author = {Kortman, Hannah M. and Fang, Hao and Bastick, Kane A. C.
and Völkel, Charlotte and Oberthür, Dominik and Seeberger,
Peter H. and Perbandt, Markus and Molloy, John J.},
title = {{F}used 3{D} boron heterocycles via {E}n{T} catalysis:
synthesis, modification and validation as beta-lactamase
inhibitors},
journal = {Chemical science},
volume = {17},
number = {1},
issn = {2041-6520},
address = {Cambridge},
publisher = {RSC},
reportid = {PUBDB-2025-05386},
pages = {247 - 254},
year = {2026},
note = {cc-by},
abstract = {The installation of a boron unit into bioactive scaffolds
continues to unlock novel modes of molecular recognition in
drug discovery. As such, de novo strategies to access 3D
boron-containing frameworks, that modulate the intrinsic
reactivity at boron, are being intensively pursued. Herein,
we report a visible light-mediated energy transfer (EnT)
catalysis strategy that enables the [2 + 2] cycloaddition of
boron-containing heterocycles to construct 3D frameworks
with high structural complexity. Leveraging both inter- and
intramolecular cycloadditions, a suite of angularly fused
boron heterocycles was accessed, offering enhanced steric
shielding and modular handles for additional interactions. A
boron deletion strategy permits the synthesis of benzofuran
scaffolds, otherwise inaccessible via direct EnT. Crucially,
the resulting 3D architectures mimic structural motifs found
in the potent β-lactamase inhibitor Xeruborbactam. The
biological relevance of these frameworks was validated by
NMR titration, pKa analysis, and co-crystallisation with
serine β-lactamase CTX-M-14, revealing enantiospecific
binding and a well-defined hydrogen bonding network. These
results establish a versatile platform for the synthesis of
functionalised boron heterocycles with direct translational
potential in medicinal chemistry.},
cin = {$HH_FS_CFEL-1$ / FS-CFEL-1},
ddc = {540},
cid = {$I:(DE-H253)HH_FS_CFEL-1-20241217$ /
I:(DE-H253)FS-CFEL-1-20120731},
pnm = {633 - Life Sciences – Building Blocks of Life: Structure
and Function (POF4-633) / DFG project G:(GEPRIS)431232613 -
SFB 1449: Dynamische Hydrogele an Biogrenzflächen
(431232613) / FS-Proposal: BAG-20230677 (BAG-20230677)},
pid = {G:(DE-HGF)POF4-633 / G:(GEPRIS)431232613 /
G:(DE-H253)BAG-20230677},
experiment = {EXP:(DE-H253)P-P11-20150101},
typ = {PUB:(DE-HGF)16},
doi = {10.1039/D5SC05518K},
url = {https://bib-pubdb1.desy.de/record/642190},
}