betadex and sebacic-acid

Polyrotaxane, a macromolecular interlocked assembly, consisting of cyclodextrin has excellent inclusion capabilities and functionalization capacity, which makes it a versatile material as a vector for gene delivery applications.. A biodegradable linear aliphatic polyester axle composed of Polyethylene Glycol (PEG) and Sebacic Acid (SA) was used to fabricate the β-Cyclodextrin (β-CD) based polyrotaxane as a cationic polymeric vector and evaluated for its potential gene silencing efficiency.. The water-soluble aliphatic polyester was synthesized by the solvent esterification process and characterized using viscometry, GPC, FT-IR and 1H NMR spectroscopy. The synthesized polyester was further evaluated for its biodegradability and cellular cytotoxicity. Hence, this water-soluble polyester was used for the step-wise synthesis of polyrotaxane, via threading and blocking reactions. Threading of β-CD over PEG-SA polyester axle was conducted in water, followed by end-capping of polypseudorotaxane using 2,4,6-trinitrobenzenesulfonic acid to yield polyester-based polyrotaxane. For gene delivery application, cationic polyrotaxane (PRTx. The resulting novel macromolecular assembly was found to be safe for use in biomedical applications. Further, characterization by GPC and. The combinatory effect of various factors such as biodegradability, favourable complexation ability, near zero zeta potentials, good cytotoxicity properties of poly (ethylene glycol)-sebacic acid based β-Cyclodextrin-polyrotaxane makes it a promising gene delivery vector for therapeutic applications.

Topics: beta-Cyclodextrins; Cyclodextrins; Decanoic Acids; Dicarboxylic Acids; Gene Silencing; Gene Transfer Techniques; Genetic Vectors; Green Fluorescent Proteins; HeLa Cells; Humans; Poloxamer; Polyesters; Polyethylene Glycols; Polymers; RNA, Small Interfering; Rotaxanes

The bis(p-nitrophenyl) esters of succinic acid, adipic acid and sebacic acid have been synthesized, respectively, by employing 1,3-dicyclohexylcarbodiimide (DCC) as a dehydration agent. The composition and structure of the esters have been characterized by elemental analysis, FTIR, 1H NMR and DSC. Furthermore, the host-guest interactions of the esters with beta-cyclodextrin (beta-CD) have been studied systematically by using fluorescence quenching, fluorescence spectroscopy and UV-Vis spectroscopy measurements. It was demonstrated that the chain of the esters was longer, the interactions was weaker between the esters and the beta-CD. Both p-nitrophenyl groups in bis(p-nitrophenyl) esters of succinic acid can enter the inner cavity of beta-CD. In contrast, only one of the groups in bis(p-nitrophenyl) esters of adipic acid can enter the cavity. For bis(p-nitrophenyl) esters of sebacic acid, however, both groups can not enter the cavity of the beta-CD. The difference in the host-guest interactions of the three esters with beta-CD has been attributed to the difference in the conformations adopted by the esters. Based upon these observations, it is proposed that the esters with short linker may be more suitable for construction of new networks, which are based upon, in concept, host-guest interactions.

Topics: Adipates; beta-Cyclodextrins; Decanoic Acids; Dicarboxylic Acids; Dicyclohexylcarbodiimide; Esters; Magnetic Resonance Spectroscopy; Nitrophenols; Spectrometry, Fluorescence; Spectrophotometry, Ultraviolet; Spectroscopy, Fourier Transform Infrared; Spectrum Analysis; Succinates