Abstract:  We use a transformative approach to producing bacteriochlorings (bacs) via formal cycloaddition by subjecting a porphyrin to a trimolecular reaction.  Bacs are near-infrared probes with the intrinsic ability to serve in multimodal imaging.  However, despite their ability to fluoresce and chelate metal ions, existing bacs have thus offered limited advanced to label biomolecules for target specificity or have lacked chemical purity, limiting their use in bio-imaging.  In this work, bacs allowed a precise and controlled appending of clickable linkers, lending the porphyinoids substantially more chemical stability, clickability, and solubility, rendering them more suitable for preclinical investigation.  Our bac probes enable the targeted use of biomolecules in fluorescence imaging and Cerenkov luminescence for guide intraoperative imaging.  Bacs' capacity for chelation provides opportunities for use in non-invasive Positron-Emission-Tomography / Computed-Tomography (PET/CT).  Herein. we report the labeling of bacs with Hs1a, a (NaV1.7)-sodium-channel-binding peptide derived from the Chinese tarantula Cyriopagopus schmidti to yields Bac-Hs1a and radiolabelled Hs1a, which shuttles our bac sensor(s) to mouse nerves.  In vivo, the bac sensor allowed us to observe high signal-to-background ratios in nerves of animals injected with fluorescenct Bac-Hs1a and radiolabeled Hs1a in all imaging modes. This study demonstrates that Bac-Hs1a and [64Cu]Cu-Bac-Hs1a accumulates in peripheral nerves, this study represents an exciting starting point for the modular manipulation of bacs, their development and use as probes for diagnosis, and their deployment as formidable multiplex nerve-imaging agents for use in routine imaging experiments.