9R8F
CTX-M-14 complexes with 3D Boron Heterocycles synthetized via EnT Catalysis
This is a non-PDB format compatible entry.
Summary for 9R8F
| Entry DOI | 10.2210/pdb9r8f/pdb |
| Descriptor | Beta-lactamase, (1~{R},2~{a}~{R},8~{b}~{R})-8-fluoranyl-3-oxidanyl-1,2,2~{a},8~{b}-tetrahydrocyclobuta[c][1,2]benzoxaborinine-1-carbonitrile (3 entities in total) |
| Functional Keywords | boron, boron-based inhibitor, ctx-m, lactamase, hydrolase |
| Biological source | Klebsiella pneumoniae |
| Total number of polymer chains | 1 |
| Total formula weight | 28105.38 |
| Authors | |
| Primary citation | Kortman, H.M.,Fang, H.,Bastick, K.A.C.,Volkel, C.,Oberthur, D.,Seeberger, P.H.,Perbandt, M.,Molloy, J.J. Fused 3D boron heterocycles via EnT catalysis: synthesis, modification and validation as beta-lactamase inhibitors. Chem Sci, 17:247-254, 2026 Cited by PubMed Abstract: The installation of a boron unit into bioactive scaffolds continues to unlock novel modes of molecular recognition in drug discovery. As such, 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 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, p 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. PubMed: 41221109DOI: 10.1039/d5sc05518k PDB entries with the same primary citation |
| Experimental method | X-RAY DIFFRACTION (1.4 Å) |
Structure validation
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