title: Supramolecular nanoassemblies of an amphiphilic porphyrin-cyclodextrin conjugate and their morphological transition from vesicle to network.
abstract: An amphiphilic compound, 5-(4'-dodecyloxyphenyl)-10,15,20-tri(permethyl-β-CD)-modified Zn(II)-porphyrin (1; β-CD = β-cyclodextrin), was synthesized by means of the click reaction of an alkylated Zn-porphyrin derivative with 6-deoxy-6-azidopermethyl-β-CD. The complexation between 1 and tetrasodium tetraphenylporphyrintetrasulfonate (5) with different molar ratios led to the formation of two distinctly different nanoarchitectures, which were proven to be vesicle and network aggregates, respectively, by using dynamic light scattering, scanning electron microscopy, transmission electron microscopy, and atomic force microscopy. On the basis of the results of the time-dependent TEM studies, fluorescence, and NMR spectroscopic measurements, we have determined that the mechanism of the morphology transition from vesicles to networks is controlled by the stepwise complexation of 1 with 5. Furthermore, these supramolecular nanoarchitectures show the controlled- release property of doxorubicin as potential candidates for drug delivery.
authors: Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300071 (China).
authors: Jin
authors: J
authors: Zhao
authors: Heng-Yi
authors: HY
authors: Zhang
authors: He-Lue
authors: HL
authors: Sun
authors: Yu
authors: Y
authors: Liu
keywords: cyclodextrins; nanostructures; porphyrinoids; self-assembly; supramolecular chemistry