ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
Photoswitching Affinity and Mechanism of Multivalent Lectin Ligands.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Synthetic Ligands of Myeloid C-Type Lectin Receptors.Chembiochem : a European journal of chemical biology · 2026Review
- Photochromic Cholesteric Liquid Crystals via Arylazopyrazole Functionalization of Hydroxypropyl Cellulose.Advanced materials (Deerfield Beach, Fla.) · 2026Article
- Synthesis, photochemical and biological evaluation of novel photoswitchable glycomimetic ligands ofRSC advances · 2025Article
- Azobenzene-Based Glycomacrocycles: Synthesis, Photoisomerization, and Photomodulation of Liquid Crystal Helical Pitch with Helix Inversion.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- The catalyst-free green synthesis and QTAIM analysis of anilino-1,4-naphthoquinones as molecular wires.Scientific reports · 2025Article
- Photoswitchable glycoligands targetingBeilstein journal of organic chemistry · 2024Article
- Deactivatable Bisubstrate Inhibitors of Protein Kinases.Molecules (Basel, Switzerland) · 2022Article
- Photoswitching Affinity and Mechanism of Multivalent Lectin Ligands.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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3 authors.
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Abstract
Multivalent receptor-ligand binding is a key principle in a plethora of biological recognition processes. Immense binding affinities can be achieved with the correct spatial orientation of the ligands. Accordingly, the incorporation of photoswitches, which can be used to reversibly change the spatial orientation of molecules, into multivalent ligands is a means to alter the binding affinity and possibly also the binding mode of such ligands. We report a divalent ligand for the model lectin wheat germ agglutinin (WGA) containing an arylazopyrazole photoswitch. This switch, which has recently been introduced as an alternative to the more commonly used azobenzene moiety, is characterized by almost quantitative E/Z photoswitching in both directions, high quantum yields, and high thermal stability of the Z isomer. The ligand was designed in a way that only one of the isomers is able to bridge adjacent binding sites of WGA leading to a chelating binding mode. Photoswitching induces an unprecedentedly high change in lectin binding affinity as determined by isothermal titration calorimetry (ITC). Furthermore, additional dynamic light scattering (DLS) data suggest that the binding mode of the ligand changes from chelating binding of the E isomer to crosslinking binding of the Z isomer.
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