biostudies-literatureHollas MAEngineering and Physical Sciences Research Council9449-9453https://www.ebi.ac.uk/biostudies/studies/S-EPMC5577508biostudies-literatureUnknown56(32)In situ monitoring of biomolecular recognition, especially at surfaces, still presents a significant technical challenge. Electron paramagnetic resonance (EPR) of biomolecules spin-labeled with nitroxides can offer uniquely sensitive and selective insights into these processes, but new spin-labeling strategies are needed. The synthesis and study of a bromoacrylaldehyde spin label (BASL), which features two attachment points with orthogonal reactivity is reported. The first examples of mannose and biotin ligands coupled to aqueous carboxy-functionalized gold nanoparticles through a spin label are presented. EPR spectra were obtained for the spin-labeled ligands both free in solution and attached to nanoparticles. The labels were recognized by the mannose-binding lectin, Con A, and the biotiAngewandte Chemie (International ed. in English)A Bifunctional Spin Label for Ligand Recognition on Surfaces.PMC5577508DTAEP/N009134/11329960Webb SJFlitsch SLFielding AJHollas MAfalseA Bifunctional Spin Label for Ligand Recognition on Surfaces.In situ monitoring of biomolecular recognition, especially at surfaces, still presents a significant technical challenge. Electron paramagnetic resonance (EPR) of biomolecules spin-labeled with nitroxides can offer uniquely sensitive and selective insights into these processes, but new spin-labeling strategies are needed. The synthesis and study of a bromoacrylaldehyde spin label (BASL), which features two attachment points with orthogonal reactivity is reported. The first examples of mannose and biotin ligands coupled to aqueous carboxy-functionalized gold nanoparticles through a spin label are presented. EPR spectra were obtained for the spin-labeled ligands both free in solution and attached to nanoparticles. The labels were recognized by the mannose-binding lectin, Con A, and the bioti2017-01-01T00:00:00Z2017 Aug2026-05-06T06:32:18.77Z2019-03-27T02:54:59ZS-EPMC55775082857078210.1002/anie.201703929