Kinetic resolution of racemic amino alcohols through intermolecular acetalization catalyzed by a chiral Brønsted acid.

The kinetic resolution of racemic secondary alcohols is a fundamental method for obtaining enantiomerically enriched alcohols. Compared to esterification, which is a well-established method for this purpose, kinetic resolution through enantioselective intermolecular acetalization has not been reported to date despite the fact that the formation of acetals is widely adopted to protect hydroxy groups. By taking advantage of the thermodynamics of acetalization by the addition of alcohols to enol ethers, a highly efficient kinetic resolution of racemic amino alcohols was achieved for the first time and in a practical manner using a chiral phosphoric acid catalyst.

Binaphthol-derived phosphoric acids as efficient chiral organocatalysts for the enantiomer-selective polymerization of rac-lactide.

A high enantiomer-selectivity for the polymerization of rac-lactide was achieved using chiral binaphthol-derived monophosphoric acids as organocatalysts. During the polymerization, d-lactide (DLA) preferentially polymerized via kinetic resolution with the maximum selectivity factor (kD/kL) of 28.3. The selective polymerization of DLA was derived from a dual activation, i.e., monomer activation and chain-end activation.

Efficient in vivo gene delivery using modified Tat peptide with cationic lipids.

A combination of modified HIV-1 Tat (mTat) peptide and cationic lipids, FuGENE HD (FH), dramatically enhanced transfection efficiency across a range of cell lines when compared to mTat or FH alone (Biomaterials 35:1705-1715 2014). The efficiency of this Tat peptide combination was significantly higher than many commercial non-viral vectors. In this present study, we tested the feasibility of this non-viral vector, mTat/FH, in vivo using plasmid DNA encoding a luciferase gene. The results of the in vivo studies showed that animals administered mTat/FH/DNA intramuscularly had significantly higher and longer luciferase expression (≈7 months) than those with mTat/DNA, FH/DNA, or DNA alone. Histological evaluation showed little immune response in the muscles, livers, and kidneys of mice administered with the mTat/FH. The combination of mTat with FH could significantly improve transfection efficiency, expanding the potential use of non-viral gene vectors in vivo.

The effect of a bioactive collagen membrane releasing PDGF or GDF-5 on bone regeneration.

Regenerative procedures using barrier membrane technology are presently well established in periodontal/endodontic surgery. The objective of this study was to compare the subsequent effects of the released platelet-derived growth factor (PDGF) and growth/differentiation factor 5 (GDF-5) from collagen membranes (CMs) on bone regeneration in vitro and in vivo. In vitro studies were conducted using MC3T3-E1 mouse preosteoblasts cultured with or without factors. Cell viability, cell proliferation, alkaline phosphatase (ALP) activity and bone marker gene expression were then measured. In vivo studies were conducted by placing CMs with low or high dose PDGF or GDF-5 in rat mandibular defects. At 4 weeks after surgery new bone formation was measured using µCT and histological analysis. The results of in vitro studies showed that CM/GDF-5 significantly increased ALP and cell proliferation activities without cytotoxicity in MC3T3-E1 cells when compared to CM/PDGF or CM alone. Gene expression analysis revealed that Runx2 and Osteocalcin were significantly increased in CM/GDF-5 compared to CM/PDGF or control. Quantitative and qualitative µCT and histological analysis for new bone formation revealed that although CM/PDGF significantly enhanced bone regeneration compared to CM alone or control, CM/GDF-5 significantly accelerated bone regeneration to an even greater extent than CM/PDGF. The results also showed that GDF-5 induced new bone formation in a dose-dependent manner. These results suggest that this strategy, using a CM carrying GDF-5, might lead to an improvement in the current clinical treatment of bone defects for periodontal and implant therapy.

Long-term efficient gene delivery using polyethylenimine with modified Tat peptide.

Polyethylenimine (PEI), a cationic polymer, has been widely studied and shown great promise as an efficient gene delivery vehicle. Likewise, the HIV-1 Tat peptide, a cell-permeable peptide, has been successfully used for intracellular gene delivery. To improve the favorable properties of these two vectors, we combine PEI with the modified Tat peptide sequence bearing histidine and cysteine residues (mTat). In vitro mTat/PEI-mediated transfection was evaluated by luciferase expression plasmid in two cell types. mTat/PEI produced significant improvement (≈5-fold) in transfection efficiency of both cell lines with little cytotoxicity when compared to mTat alone, PEI alone, or four commercial reagents. The particle size of mTat/PEI/DNA complex was significantly smaller than mTat or PEI alone, and it was correlated with higher transfection efficiency. Filipin III, an inhibitor of caveolae-mediated endocytosis, significantly inhibited mTat/PEI transfection. In contrast, chlorpromazine, an inhibitor of clathrin-mediated endocytosis, did not. This suggested caveolae-mediated endocytosis as the transfection mechanism. Furthermore, the results of in vivo studies showed that animals administered mTat/PEI/DNA intramuscularly had significantly higher and longer luciferase expression (≈7 months) than those with mTat/DNA, PEI/DNA, or DNA alone, without any associated toxicity. The combination of mTat with PEI could significantly improve transfection efficiency, expanding the potential use as a non-viral gene vector both in vitro and in vivo.

Chiral anion catalysis in the enantioselective 1,4-reduction of the 1-benzopyrylium ion as a reactive intermediate.

Anionic! Novel chiral anion catalysis of the enantioselective 1,4-reduction of the 1-benzopyrylium ion by a chiral phosphoric acid was accomplished with a Hantzsch ester as the reducing agent. The enantioselective reduction established is composed of a two-step consecutive transformation involving stereoablative loss of the hydroxy group from racemic 2H-chromen-2-ol derivatives to generate the achiral 1-benzopyrylium ion as a reactive key intermediate.

Techniques to remove a failed integrated implant.

This literature and clinical review identifies and evaluates the various techniques for removing failed, fractured, or peri-implantitis-affected nonmobile implants. The article also discusses the limitations and complications that may arise with the various techniques during removal procedures. Based on specific clinical factors such as anatomical conditions, implant design, condition of implant connection, bone quality, and remaining amount of bone integrated to the implant body, a decision tree is proposed to help clinicians determine the most appropriate minimally invasive technique.

Bonding durability of custom-made mouthpiece for scuba diving after water storage under pressure.

The purpose of this study was to assess the behavior of laminated thermoforming materials in an underwater environment to understand the durability of mouthpieces for scuba diving. Two thermoforming materials, polyolefin (PO) and ethylene-vinyl acetate copolymer (EV), were laminated and stored in air, 37 degrees C water, and 37 degrees C water under 0.2-MPa pressure for 1 and 4 weeks . The load/ bonding width (bonding strength: BS) and displacement at the start of delamination (SD) and fracture (FR) were analyzed with 3-way ANOVA. BS values at SD and FR in air were significantly greater than those under the other conditions, and the BS at SD of EV was significantly greater than that of PO, though the effects of materials, duration and their interactions were not significantly different. The displacements at SD and FR were significantly influenced by the material. These results suggest that both materials can be employed for making a diving custom mouthpiece.

Study on the effects of shortening the distal end of a mouthguard using modal analysis.

Using a modal analysis system, we carried out a comparative assessment of the vibratory properties of the maxillary dentition of a human dry skull with a different distal end of a mouthguard. Mouthguards used in this study were: 1. a mouthguard covering up to the third molar (8MG), 2. the second molar (7MG), 3. the first molar (6MG), and 4. the second premolar (5MG). To identify the modal shape, the frequency response functions were recorded on a fast Fourier transform analyzer from the force signal impacted with a vibration generator and the response signal picked up using a laser-doppler vibrometer. The transient response waves were obtained throughout the transient response simulation procedures after curve-fitting procedures. Mean decay rates (sec(-1)) of the transient response waves were calculated for the anteriors, premolars and molars, and compared among different sets of experimental conditions. The decay rates became lower as the distal end of a mouthguard was short. The decay rates with 8MG, 7MG and 6MG (anteriors) exceeded the no mouthguard's decay rate + 2S.D. values. These results imply that a mouthguard should distally cover up to the second molar at least to ensure efficient absorption and/or dispersion of a traumatic force.