6533b82efe1ef96bd1292a5a

RESEARCH PRODUCT

Synthesis, X-ray Structure Determination, and Comprehensive Photochemical Characterization of (Trifluoromethyl)diazirine-Containing TRPML1 Ligands

Simon GrabowskyMichał AndrzejewskiKevin SchwickertTanja Schirmeister

subject

TrifluoromethylPhotoaffinity labelingTRPML010405 organic chemistryX-RaysOrganic ChemistryX-rayPhotoaffinity LabelsLigands010402 general chemistryPhotochemistryMass spectrometry01 natural sciencesMass Spectrometry0104 chemical sciencesCharacterization (materials science)chemistry.chemical_compoundDiazomethanechemistry540 ChemistryDiazirine570 Life sciences; biologyIon channel

description

Potential (trifluoromethyl)diazirine-based TRPML1 ion channel ligands were designed and synthesized, and their structures were determined by single-crystal X-ray diffraction analysis. Photoactivation studies via 19F NMR spectroscopy and HPLC-MS analysis revealed distinct kinetical characteristics in selected solvents and favorable photochemical properties in an aqueous buffer. These photoactivatable TRPML activators represent useful and valuable tools for TRPML photoaffinity labeling combined with mass spectrometry.

https://doi.org/10.1021/acs.joc.0c02993