(A) Structure of the 18F boron trap/heptamethine cyanine (C7-Cy) PET/NIR probe, [18F]BOMB 1, activated as an NHS ester for general bioconjugation. The boron-based 18F trap is colored red, while the NIR fluorophore is colored green. (B) Structure of PET/NIR dual probe Lymphoseek (DTPA-mannosyl-dextran) 2 and the aqueous 18F labeling scheme used to generate 18F-labeled [18F]BOMB Lymphoseek 3. (C) Excitation (blue) and emission (red) spectra of an aqueous solution of [18F]PET/NIR-Lymphoseek 3 (φf = 0.027, excitation maximum = 755 nm, emission maximum = 772 nm, 1.5 μM Lymphoseek solution in water). The amine (NN), mannose (NM), and DTPA (ND) densities on Lymphoseek are 5.8, 16.5, and 4.2 mol/dextran, respectively. The average preconjugation molecular weight of Lymphoseek is 16122.