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Updated: Apr 7, 2026
Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
Published on: October 15, 2019
PHOTOLABILE A1-ADENOSINE RECEPTOR AGONISTS AS "CAGED" ELECTROPHYSIOLOGICAL PROBES
Michel C Maillard1, Lauren Arlinghaus2, Marc Glashofer1
1Laboratory of Bioorganic Chemistry, National Institute of Diabetes, and Digestive and Kidney Diseases, NIH, Bethesda, MD 20892.
Abstract:
5'-Ether derivatives of the potent adenosine agonist N6-cyclopentyladenosine (CPA) were designed as "caged" ligands for the activation of A1-adenosine receptors following in situ photolysis. The synthesis involved a 2',3'-diol protection scheme using the acid labile ethoxymethynyl group. Generation of CPA was demonstrated chromatographically and in a bioassay measuring the inhibition of synaptic potentials in the rat hippocampus.
