A series of fluorescent dibenzodiazepinone-type muscarinic acetylcholine M receptor (MR) ligands was synthesized using various fluorescent dyes (5-TAMRA, / ≈ 547/576 nm; BODIPY 630/650, / ≈ 625/640 nm; pyridinium dye Py-1, / ≈ 611/665 nm and pyridinium dye Py-5, / ≈ 465/732 nm). All fluorescent probes exhibited high MR affinity (p (radioligand competition binding): 8.75-9.62, p (flow cytometry): 8.36-9.19), a very low preference for the MR over the M and M receptors and moderate to pronounced MR selectivity compared to the M and M receptors. The presented fluorescent ligands are considered useful molecular tools for future studies using methods such as fluorescence anisotropy and BRET based MR binding assays.
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