Studies of Protein Binding to Biomimetic Membranes Using a Group of Uniform Materials Based on Organic Salts Derived From 8-Anilino-1-naphthalenesulfonic Acid.

Tuning the 8-anilino-1-naphthalenesulfonic acid (ANS) structure usually requires harsh conditions and long reaction times, which can result in low yields. Herein, ANS was modified to form an ANS group of uniform materials based on organic salts (GUMBOS), prepared with simple metathesis reactions and distinct cations, namely tetrabutylammonium (N), tetrahexylammonium (N), and tetrabutylphosphonium (P). These ANS-based GUMBOS were investigated as fluorescent probes for membrane binding studies with four proteins having distinct physicochemical properties.

Influence of humidity on accuracy of QCM - IR780-based GUMBOS sensor arrays.

Herein, hydrophobic coating materials are reported for QCM detection of VOCs under dry and humid conditions. In this study, IR780-based GUMBOS ([IR780][OTf] and [IR780][NTf2]) were synthesized using an ion exchange reaction and the anions trifluoromethanesulfonimide ([OTf]) and bisperfluoromethanesulfonimide ([NTf2]). The parent iodide salts and GUMBOS ([IR780][I]), [IR780][OTf], and [IR780][NTf2]) were characterized using several analytical techniques.

Fluorescent Ionic Probe for Determination of Mechanical Properties of Healed Poly(ethylene--methacrylic acid) Ionomer Films.

In recent years, advanced materials with properties resembling biological systems, particularly artificial muscles, have received intense scrutiny. This is because the interesting conformational shape characteristics of such materials have benefited a variety of technologies, including textiles, 3D printing, and medical devices. Although a multitude of shape memory properties have been studied and developed in recent years, self-healing of these polymers after puncture or rupture has also become a major area of study.

Protein discrimination using erythrosin B-based GUMBOS in combination with UV-Vis spectroscopy and chemometrics.

GUMBOS (Group of Uniform Materials Based on Organic Salts) have recently emerged as interesting materials for protein analysis due to their unique features and high tunability. In this regard, four novel erythrosin B (EB)-based GUMBOS were synthesized and their potential to discriminate among proteins with distinct properties (e.g.

Recycling Thermoset Epoxy Resin Using Alkyl-Methyl-Imidazolium Ionic Liquids as Green Solvents.

Herein, a solvent-based green recycling procedure is reported for recycling thermoset epoxy resins (TERs) and carbon fiber reinforced epoxy composites (CFRECs) employing ionic liquids (ILs) and alcohols under mild conditions. With melting points less than 100 °C, ILs are defined as organic salts, typically composed of bulky cations with organic or inorganic counteranions. As a result of their unique physical properties such as low vapor pressure, relatively high thermal stability, and multifunctional tunability, these solvents are often classified as "green solvents" as compared to traditional organic solvents.

QCM Sensor Arrays, Electroanalytical Techniques and NIR Spectroscopy Coupled to Multivariate Analysis for Quality Assessment of Food Products, Raw Materials, Ingredients and Foodborne Pathogen Detection: Challenges and Breakthroughs.

Quality checks, assessments, and the assurance of food products, raw materials, and food ingredients is critically important to ensure the safeguard of foods of high quality for safety and public health. Nevertheless, quality checks, assessments, and the assurance of food products along distribution and supply chains is impacted by various challenges. For instance, the development of portable, sensitive, low-cost, and robust instrumentation that is capable of real-time, accurate, and sensitive analysis, quality checks, assessments, and the assurance of food products in the field and/or in the production line in a food manufacturing industry is a major technological and analytical challenge.

Protein Discrimination Using a Fluorescence-Based Sensor Array of Thiacarbocyanine-GUMBOS.

Sensitive and selective detection of proteins from complex samples has gained substantial interest within the scientific community. Early and precise detection of key proteins plays an important role in potential clinical diagnosis, treatment of different diseases, and proteomic research. In the study reported here, six different compounds belonging to a group of uniform materials based on organic salts (GUMBOS) have been synthesized using three thiacarbocyanine (TC) dyes and employed as fluorescent sensors.

Hyaluronic Acid-Cellulose Composites as Patches for Minimizing Bacterial Infections.

A facile method was used to synthesize biocomposites containing differing ratios of hyaluronic acid (HA) and cellulose (CEL). Based on the properties of the individual polymers, the resultant composite materials may have potentially great wound care properties. In the method outlined here, 1-butyl-3-methylimidazolium chloride ([Bmim][Cl]), a simple ionic liquid, was used as the sole solvent without chemical modifiers to dissolve the biopolymers at ratios of 1:1 and 2:1 HA to CEL.

Carbazole Annulation via Cascade Nucleophilic Addition-Cyclization Involving 2-(Silyloxy)pentadienyl Cation.

We report a new strategy toward the synthesis of highly functionalized carbazoles via 2-(silyloxy)pentadienyl cation intermediates, which were generated upon ionization of vinyl-substituted α-hydroxy silyl enol ethers under Brønsted acid catalysis. These electrophilic species were found to readily undergo cascade reactions with substituted indoles to generate carbazole molecular scaffolds in good yields via a sequence of regioselective nucleophilic addition, followed by intramolecular dehydrative cyclization.

Functionalization of Silyldienol Ethers at the γ-Position via 2-Silyloxypentadienyl Cations.

This report describes Brønsted acid catalyzed de novo synthesis of silyldienol ethers bearing tetrasubstituted double bonds via an intermediacy of 2-silyloxypentadienyl cations. The reactivity of these novel cationic intermediates could be modulated and harnessed toward direct nucleophilic additions regioselectively at the γ-position to produce highly functionalized silyldienol ethers with tunable control of the resulting double bond geometry.

Cooperative benzylic-oxyallylic stabilized cations: regioselective construction of α-quaternary centers in ketone-derived compounds.

We describe a novel reactivity of benzylic-stabilized oxyallyl cations towards regioselective construction of carbon quaternary centers. These synthetically useful intermediates were readily generated upon ionization of aryl substituted α-hydroxy methylenol ethers with catalytic, mild Brønsted acid. The emerging unsymmetrical oxyallyl cations were then directly captured by indoles and other nucleophiles with exquisite control of regioselectivity, predictably at the electrophilic carbon bearing the alkyl substituent to produce highly functionalized, value-added enol ethers.

Brønsted acid catalyzed α'-functionalization of silylenol ethers with indoles.

A new method which enables carbon-carbon bond formation at the α'-position of silylenol ethers by using catalytic amounts of pyridinium triflate is reported. This chemistry successfully produces, structurally challenging, highly substituted indole-containing silylenol ethers in excellent yields with complete regiocontrol, presumably through silyloxyallyl cation intermediates. Despite the use of Brønsted acid, the silylenol ether moiety does not undergo protodesilylation, thus underscoring the very mild reaction conditions.

Peroxygenase activity of cytochrome c peroxidase and three apolar distal heme pocket mutants: hydroxylation of 1-methoxynaphthalene.

Background: The cytochrome P450s are monooxygenases that insert oxygen functionalities into a wide variety of organic substrates with high selectivity. There is interest in developing efficient catalysts based on the "peroxide shunt" pathway in the cytochrome P450s, which uses H2O2 in place of O2/NADPH as the oxygenation agent. We report on our initial studies using cytochrome c peroxidase (CcP) as a platform to develop specific "peroxygenation" catalysts.

Triphosgene-amine base promoted chlorination of unactivated aliphatic alcohols.

Unactivated α-branched primary and secondary aliphatic alcohols have been successfully transformed into their corresponding alkyl chlorides in high yields upon treatment with a mixture of triphosgene and pyridine in dichloromethane at reflux. These mild chlorination conditions are high yielding, stereospecific, and well tolerated by numerous sensitive functionalities. Furthermore, no nuisance waste products are generated in the course of the reactions.

Chlorination of aliphatic primary alcohols via triphosgene-triethylamine activation.

Activation of primary aliphatic alcohols with triphosgene and triethylamine mixtures afforded either alkyl chloride or diethylcarbamate products, and the switch in selectivity appeared to be driven by sterics. The reaction conditions to achieve this highly useful transformation were unexceptionally mild and readily tolerated by a wide range of sensitive functionalities.