Dynamics of Bengal Rose Encapsulated in the Meijer Dendrimer Box

Abstract

We used molecular dynamics (MD) techniques to examine the encapsulation of Bengal Rose (BR) molecules in the Meijer dendrimer box (DBox) formed by the addition of tert-butyloxycarbonyl-l-Phe (tBOC-l-Phe) cap molecules to the 64 terminal primary amines of a fifth generation poly(propyleneimine) (PPI-5) dendrimer. Using a large periodic box (including DBox, four to six BR, and CH2Cl2 solvent, totaling ∼25 000 atoms), we examined the MD of these systems for ∼0.5 ns. Without the cap we find that BR molecules establish a concentration dependent equilibrium between the interior and surface regions of PPI-5 and the solvent region outside the dendrimer. The number of BR molecules calculated to associate with the interior of the PPI-5 dendrimer agrees exactly with experiment (at the same BR/PPI concentration). MD simulations on the DBox in CH2Cl2 show that the tBOC-l-Phe surface is completely impermeable to encapsulated BR molecules, even when an excess is forced inside the box. The close correspondence of the theory with experiment suggests that these methods can be used to design such systems in advance of experiment.

Functional Dendrimers: Unique Biological Mimics

“…[22] Molecules of different sizes, such as 7,7,8,8-tetracyano-para-quinodimethane (TCNQ) or the dye rose bengal were trapped during dendrimer synthesis; UV/Vis spectroscopy showed that rose bengal was encapsulated with an average of one molecule per dendritic box. [23,24] Figure 4. A dendritic box capable of trapping and encapsulating guest molecules during construction.…”

PEGylated Poly(amidoamine) dendrimer-based dual-targeting carrier for treating brain tumors

“…DOX was loaded using an equilibrium dialysis method as described previously [26,27]. 1 mg of DOX hydrochloride was dissolved in 1 mL deionized water and mixed with 10 mg of PAMAM-PEG-WGA-Tf.…”

Synthesis and Catalytic Properties of Imidazole-Functionalized Poly(propylene imine)Dendrimers

“…Modeling was performed in a manner analogous to previous reports in the literature. [14][15][16][17] Molecular models were created using the Cerius 2 (version 4.0) software package (Molecular Simulations, Inc.; San Diego, CA). The DREIDING 18 force field version 2.21 was used for optimization and molecular dynamics simulations.…”