Syntheses and properties of photostable near-infrared cyanines and their cyclodextrin conjugates

Three fluorescent indocyanines containing p-carboxybenzyl groups on N atoms in the heterocyclic rings were synthesized under supersonic. The maxima wavelength of the absorption and emission of the dyes were 550-800 nm in water. Compared with those in aqueous solutions, the fluorescence intensity of the dyes in the α/β-cyclodextrin, Al3 , Zn2 , Sn2 or the α/β-cyclodextrin in the aqueous solutions of the cations became stronger. The crystal shapes of the dyes and their cyclodextrin inclusions were mostly acicular or polygon. The NHS-carboxyl squarylium indocyanine was prepared and used to conjugate with taurine or benzylamine, the results indicated that the dyes could couple covalently to biomass containing free NH2 group. Structure and some thermal parameters of the molecule of the trimethine cyanine were obtained by DFT method of Gaussian 03.