Acetic Acid Complex Research Articles

Estimated human absorbed dose of a new 153Sm bone seeking agent based on biodistribution data in mice: Comparison with 153Sm-EDTMP

PurposeThe main goal in radiotherapy is to deliver the absorbed dose within the target organs in highest possible amount, while the absorbed dose of the other organs, especially the critical organs, should be kept as low as possible. In this work, the absorbed dose to human organs for a new 153Sm bone-seeking agent was investigated. Methods153Sm-(4-{[(bis(phosphonomethyl))carbamoyl]methyl}-7,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododec-1-yl) acetic acid (153Sm-BPAMD) complex was successfully prepared. The biodistribution of the complex was investigated in male Syrian mice up to 48 h post injection. The human absorbed dose of the complex was estimated based on the biodistribution data of the mice by radiation absorbed dose assessment resource (RADAR) method. The target to non-target absorbed dose ratios for 153Sm-BPAMD were compared with these ratios for 153Sm-EDTMP. ResultsThe highest absorbed dose for 153Sm-BPAMD was observed in bone surface with 5.828 mGy/MBq. The dose ratios of the bone surface to the red marrow and to the total body for 153Sm-BPAMD were 5.3 and 20.0, respectively, while these ratios for 153Sm-EDTMP were 4.4 and 18.3, respectively. This means, for a given dose to the bone surface as the target organ, the red marrow (as the main critical organ) and the total body would receive lesser absorbed dose in the case of 153Sm-BPAMD. ConclusionsGenerally, the human absorbed dose estimation of 153Sm-BPAMD indicated that all other tissues approximately received insignificant absorbed dose in comparison with bone surface and therefore can be regarded as a new potential agent for bone pain palliation therapy.

Chemical Interaction, Conductivity and Thermal Properties of Kappa Carrageenan Based Polymer Electrolytes

With the growth of green technology, the usage of biopolymer becomes important. The potential of kappa carrageenan as a host polymer consisting of different concentration of acetic acid was investigated in this study. The polymer electrolyte of kappa carrageenan was prepared by solution-casting technique. The attenuated reflection Fourier transform infrared (ATR-FTIR) spectroscopy showed there are shifting of wavenumber that represents hydroxyl, sulphate and ether stretching which confirmed the formation of polymer- acetic acid complex. The electrochemical impedance spectroscopy (EIS) showed the highest conductivity achieved was 4.48 ×10-7 S cm−1 for kappa carrageenan incorporated with 5% acetic acid at room temperature and thermo gravimetric analysis (TGA) showed that polymer electrolyte based on kappa carrageenan exhibited good thermal stability with a decomposition temperature higher than 200 °C. These indicate that kappa carrageenan display good thermal and conductivity properties which can be applied as a host polymer for solid polymer electrolyte application.

Preparation and biodistribution assessment of 111In-BPAMD as a novel agent for bone SPECT imaging

Abstract An early diagnosis of bone metastases is very important for providing a profound decision on a subsequent therapy. In this study, a new agent for SPECT-imaging of bone metastases, 111In-(4-{[(bis(phosphonomethyl))carbamoyl]methyl}-7,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododec-1-yl) acetic acid (111In-BPAMD) complex has been developed with specific activity of 2.85 TBq/mmol. Radiochemical purity of the radiolabeled complex was checked by instant thin layer chromatography method indicated high radiochemical purity > 95% at the optimal conditions. The complex demonstrated significant stability at room temperature and in human serum at least for 48 h. Hydroxyapatite (HA) binding assay showed high binding ability of the radiolabeled complex even at the low amounts of HA. Also, log P measurements highlighted the strong hydrophilic nature of the complex. Biodistribution studies as well as planar imaging after injection of the complex into the male Syrian mice showed major accumulation of the labelled compound in the bone tissue. Totally, the obtained results indicated that 111In-BPAMD has interesting characteristics as an agent for SPECT-imaging of the bone metastases.

PH-Triggered Controllable Release of Silver-Indole-3 Acetic Acid Complexes from Mesoporous Silica Nanoparticles (IBN-4) for Effectively Killing Malignant Bacteria.

An efficient approach for the antimicrobial agent delivery specifically at acidic pH has been proposed. At the outset, functionalized mesoporous nanoparticles (NPs) were examined to verify the success of synthesis while considering the structural properties by various characterizations. The NPs were immobilized with silver-indole-3 acetic acid hydrazide (IAAH-Ag) complexes via a pH-sensitive hydrazone bond, which functioned as a model drug. When the transitional metal complexes with IBN-4-IAAH-Ag were exposed to acidic pH (near pH 5.0), the silver ions were preferentially released (70%) in a controlled manner up to 12 h by pH-sensitive denial of hydrazone bonds. In contrary, a low drug release (about 25%) was seen in physiological buffer (pH 7.4) demonstrating the pH sensitive release of this drug. Furthermore, the antibacterial efficacy of this unique structured sample was tested against the planktonic cells and biofilms of Gram-positive and Gram-negative bacteria with field emission scanning electron microscope in turn measuring the growth curves, formation of lethal reactive oxygen species, protein leakage, and DNA damage. The synthesized pH-sensitive IAAH-Ag complex was found to have high antimicrobial efficacy against multidrug resistant clinical isolates both in planktonic and biofilm states. Going forward, the synthesized nanoconjugates proved a good in vivo efficacy in treating the bacterial infection of mice. These new metal complex-conjugated NPs through a pH-sensitive hydrazone bond opened up a new avenue for the design and synthesis of the next generation antibacterial agents, which would act as an alternative to antibiotics.

Preparation and biological evaluation of 166Ho-BPAMD as a potential therapeutic bone-seeking agent

In this work 166Ho-(4-{[(bis(phosphonomethyl))carbamoyl]methyl}-7,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododec-1-yl) acetic acid (166Ho-BPAMD) complex was prepared successfully with sufficient radiochemical purity of >94 % and specific activity of 244 GBq/mmol at the optimized conditions. The complex demonstrated significant stability at room temperature and in human serum at least for 24 h. Hydroxyapatite (HA) binding assay demonstrated that even at the small amount of HA, >10 mg, above 98 % of the complex is bound to HA. At the pH 7.4, LogP0/w was −1.73 ± 0.02. Both planar imaging and biodistribution studies showed major accumulation of the labelled compound in the bone tissue.

Isomers of the acetic acid-water complex trapped in an argon matrix.

The complexes of acetic acid (AcOH) with water have been studied using FTIR matrix isolation spectroscopy and DFT/B3LYP, DFT/B3LYP-D, and MP2 calculations with the aug-cc-pVTZ basis set. The AcOH/H2O/Ar matrices were prepared in two different ways. In one set of experiments, the vapor above a solid AcOH sample, cooled to 203 K, was diluted with H2O/Ar mixture in the vacuum chamber of the cryostat, and the mixture was solidified on the target. In the second set of experiments, the matrix was prepared by simultaneous deposition of AcOH/Ar and H2O/Ar mixtures at room temperature. The first method of matrix preparation strongly favors the formation of the "acyclic" higher energy AcOH-H2O complex I(B) compared to the second one. Warming of matrices containing the higher energy complex, I(B), from 11 to 39 K, results in the decrease of I(B) concentration and formation of the lowest energy cyclic complex I(A). The calculations indicate that I(B) is formed by an O-H···O hydrogen bond between the carbonyl oxygen and a water O-H group and, additionally, by a weak interaction between one of the methyl group hydrogen atoms and the water oxygen atom. The cyclic complex I(A) has a six-membered ring involving two O-H···O bonds. An activation energy of 0.94, 1.71, and 1.38 kcal mol(-1) was calculated for the I(B) → I(A) rearrangement at the B3LYP, B3LYP-D, and MP2 levels of theory, respectively. Van't Hoff plots for the association of H2O and AcOH leading to formation of the complexes I(A) and I(B) are presented and discussed. Evidence is also given for the formation of the AcOH-(H2O)2 and (AcOH)2-H2O complexes in the matrices. A potential atmospheric impact of the enhanced formation of the higher energy I(B) complex at low temperatures is discussed.

Behavior of carboxylic acids upon complexation with beryllium compounds.

A significant acidity enhancement and changes on aromaticity were previously observed in squaric acid and its derivatives when beryllium bonds are present in those systems. In order to know if these changes on the chemical properties could be considered a general behavior of carboxylic acids upon complexation with beryllium compounds, complexes between a set of representative carboxylic acids RCOOH (formic acid, acetic acid, propanoic acid, benzoic acid, and oxalic acid) and beryllium compounds BeX2 (X = H, F, Cl) were studied by means of density functional theory calculations. Complexes that contain a dihydrogen bond or a OH···X interaction are the most stable in comparison with other possible BeX2 complexation patterns in which no other weak interactions are involved apart from the beryllium bond. Formic, acetic, propanoic, benzoic, and oxalic acid complexes with BeX2 are much stronger acids than their related free forms. The analysis of the topology of the electron density helps to clarify the reasons behind this acidity enhancement. Importantly, when the halogen atom is replaced by hydrogen in the beryllium compound, the dihydrogen bond complex spontaneously generates a new neutral complex [RCOO:BeH] in which a hydrogen molecule is lost. This seems to be a trend for carboxylic acids on complexing BeX2 compounds.

Convenient and Efficient Syntheses of N 6- and N 4- Substituted Adenines and Cytosines and their 2′-Deoxyribosides

Convenient and efficient methods of the synthesis of N6- and N4-substituted derivatives of adenine and cytosine and their 2′-deoxyribosides were developed. The reactions of either unprotected nucleobases (adenine, cytosine) or unprotected 2′-deoxyribosides with aryl or alkyl aldehydes give corresponding Schiff bases that can be reduced to the target title compounds with high overall yields. In the case of aryl aldehydes the imine derivatives are obtained in the presence of methoxides in methanol and reduced with sodium borohydride. The corresponding reactions with alkyl aldehydes require the use of acetic acid and borane dimethyl sulfide complex instead.

Communication: Frequency shifts of an intramolecular hydrogen bond as a measure of intermolecular hydrogen bond strengths

Infrared-ultraviolet double resonance spectroscopy has been applied to study the infrared spectra of the supersonically cooled gas phase complexes of formic acid, acetic acid, propionic acid, formamide, and water with 9-hydroxy-9-fluorenecarboxylic acid (9HFCA), an analog of glycolic acid. In these complexes each binding partner to 9HFCA can function as both proton donor and acceptor. Relative to its frequency in free 9HFCA, the 9-hydroxy (9OH) stretch is blue shifted in complexes with formic, acetic, and propionic acids, but is red shifted in the complexes with formamide and water. Density functional calculations on complexes of 9HFCA to a variety of H bonding partners with differing proton donor and acceptor abilities reveal that the quantitative frequency shift of the 9OH can be attributed to the balance struck between two competing intermolecular H bonds. More extensive calculations on complexes of glycolic acid show excellent consistency with the experimental frequency shifts.

Effect of Soil Parameters on the Kinetics of the Displacement of Fe from FeEDDHA Chelates by Cu

In soil application, o,o-FeEDDHA (iron (3+) ethylene diamine-N,N'-bis(2-hydroxy phenyl acetic acid) complex) is the active ingredient of FeEDDHA chelate-based Fe fertilizers. The effectiveness of o,o-FeEDDHA is potentially compromised by the displacement of Fe from FeEDDHA by Cu. The actual impact of Cu competition is codetermined by the kinetics of the displacement reaction. In this study, the influence of soil parameters on the displacement kinetics has been examined in goethite suspensions. The displacement reaction predominantly takes place on the reactive surface rather than in solution. The rate at which the o,o-FeEDDHA concentration declined depended on the available reactive surface area, the Cu loading, and the FeEDDHA loading. Soil factors reducing FeEDDHA adsorption (high ionic strength, humic acid adsorption onto the goethite surface, and monovalent instead of divalent cations in the electrolyte) decreased the displacement rate. For meso o,o-FeEDDHA, the displacement rate equation was derived, which is first order in FeEDDHA loading and half order in Cu loading. For soil conditions, the equation can be simplified to an exponential decay function in meso o,o-FeEDDHA solution concentration.

Kinetics and mechanism of acetic acid esterification with ethanol on zeolites

Steady-state reaction studies of acetic acid and ethanol were used to identify co-adsorbed acetic acid/ethanol dimers as surface intermediates within specific elementary steps involved in the esterification of acetic acid with ethanol on zeolites. A reaction mechanism involving two dominating surface species, an inactive ethanol dimeric species adsorbed on Brønsted sites inhibiting ester formation and a co-adsorbed complex of acetic acid and ethanol on the active site reacting to produce ethyl acetate, is shown to describe the reaction rate as a function of temperature (323–383K), acetic acid (0.5–6.0kPa), and ethanol (5.0–13.0kPa) partial pressure on proton-form BEA, FER, MFI, and MOR zeolites. Measured differences in rates as a function of zeolite structure and the rigorous interpretation of these differences in terms of esterification rate and equilibrium constants is presented to show that the intrinsic rate constant for the activation of the co-adsorbed complex increases in the order FER<MOR<MFI<BEA.

Lipase‐catalyzed esterification of palmarosa oil

AbstractThe present study was carried out with free lipase to study the conversion of geraniol of palmarosa oil to geranyl acetate using acetic acid as acyl donor. The significant factors such as temperature, enzyme concentration and molar ratio of the reactants were investigated for their effects on the ester conversion. A temperature of 60°C and 50 μL of the enzyme solution were found to give the best results for 75 mM of each substrate. The percentage of esterification estimated by both gas chromatographic analysis (which indicated product formation) and titrimetry (which showed acid consumption, i.e. ester formed) was found to be in good agreement. A mechanism for the reaction was proposed, involving nonlinear inhibition studies (inhibition by acid), validation of the reaction and prediction of the kinetic parameters using polymath. Substrate inhibition with dead end complex of acetic acid was found to represent the kinetic data.

Isoelectric focusing of small non‐covalent metal species from plants

IEF is known as a powerful electrophoretic separation technique for amphoteric molecules, in particular for proteins. The objective of the present work is to prove the suitability of IEF also for the separation of small, non-covalent metal species. Investigations are performed with copper-glutathione complexes, with the synthetic ligand ethylenediamine-N,N'-bis(o-hydroxyphenyl)acetic acid (EDDHA) and respective metal complexes (Fe, Ga, Al, Ni, Zn), and with the phytosiderophore 2'-deoxymugineic acid (DMA) and its ferric complex. It is shown that ethylenediamine-N,N'-bis(o-hydroxyphenyl)acetic acid and DMA species are stable during preparative scale IEF, whereas copper-glutathione dissociates considerably. It is also shown that preparative scale IEF can be applied successfully to isolate ferric DMA from real plant samples, and that multidimensional separations are possible by combining preparative scale IEF with subsequent HPLC-MS analysis. Focusing of free ligands and respective metal complexes with di- and trivalent metals results in different pIs, but CIEF is usually needed for a reliable estimation of pI values. Limitations of the proposed methods (preparative IEF and CIEF) and consequences of the results with respect to metal speciation in plants are discussed.

Effect of acetic acid complex on physical properties of nanostructured spray deposited FeCdS 3 thin films

Spray pyrolysis method which is simple as well as economic was used for the preparation of ternary nanostructured FeCdS 3 thin films onto glass substrates from ferric nitrate and cadmium chloride as Cd and Fe source and acetic acid as a complexing agent. The prepared films were characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM) and optical absorption techniques. The structural, electrical, optical and morphological properties of FeCdS 3 thin films were influenced by quantity of acetic acid in spray solution. The X-ray spectrum and SEM reveal that the FeCdS 3 shows transition from nanocrystalline to amorphous phase depending on concentration of acetic acid. Optical band-gap of the amorphous and nanocrystalline film is found 2.40 and 2.65 eV, respectively. Nanocrystalline films have dark resistivity of the order of 10 3 Ω cm whereas amorphous films have 10 4 Ω cm. Thermoelectric power (TEP) measurement studies reveal that the films have p-type conductivity. It also shows that amorphous film generates less thermo-emf as compared to nanocrystalline film.

Synthesis and characterization of nanocrystalline gallium nitride by nitridation of Ga-EDTA complex

Gallium nitride (GaN) nanocrystals were synthesized by nitridation of Ga-EDTA (ethylene diamine tetra acetic acid) complexes at different temperatures starting from 600 to 900 °C. X-ray diffraction analysis, Fourier transform infrared spectroscopy and Raman studies revealed that the compound synthesized at 900 °C consists of single-phase GaN nanocrystals with wurtzite structure. The change in morphology of the GaN crystals at different temperatures was observed using scanning electron microscopy. The transmission electron microscopy showed the average size of the crystalline particles to be ∼20 nm. The room temperature photoluminescence exhibits band-edge emission of GaN at 3.46 eV for all the samples. The present study demonstrates that the nitridation of Ga-EDTA complex method has significant potential for the synthesis of GaN nanocrystals as a simple and inexpensive method.

Thermodynamic stability of hydrogen‐bonded systems in polar and nonpolar environments

The thermodynamic properties of a selected set of benchmark hydrogen-bonded systems (acetic acid dimer and the complexes of acetic acid with acetamide and methanol) was studied with the goal of obtaining detailed information on solvent effects on the hydrogen-bonded interactions using water, chloroform, and n-heptane as representatives for a wide range in the dielectric constant. Solvent effects were investigated using both explicit and implicit solvation models. For the explicit description of the solvent, molecular dynamics and Monte Carlo simulations in the isothermal-isobaric (NpT) ensemble combined with the free energy perturbation technique were performed to determine solvation free energies. Within the implicit solvation approach, the polarizable continuum model and the conductor-like screening model were applied. Combination of gas phase results with the results obtained from the different solvation models through an appropriate thermodynamic cycle allows estimation of complexation free energies, enthalpies, and the respective entropic contributions in solution. Owing to the strong solvation effects of water the cyclic acetic acid dimer is not stable in aqueous solution. In less polar solvents the double hydrogen bond structure of the acetic acid dimer remains stable. This finding is in agreement with previous theoretical and experimental results. A similar trend as for the acetic acid dimer is also observed for the acetamide complex. The methanol complex was found to be thermodynamically unstable in gas phase as well as in any of the three solvents.

The effect of dietary supplementation with different forms and levels of organic chromium on broilers meat quality

This paper deals with the effect of supplementation with three different preparations of organic chromium complex: the ethylene diamine tetra acetic acid complex with chromium, chromium (III)-lysine and chromium (III) - picolinate on three different levels of chromium in broiler food: 0.2, 0.4 and 0.6mg/kg with respect to the mass of particular body parts and the level of triglycerides in blood. Statistically significant breast enlargement in broilers was obtained by feeding them with supplementation of chromium (III) - picolinate with chromium content of 0.4mg/kg. Supplementation of 0.6mg/kg of chromium (III) - picolinate resulted in the significantly lower amount of abdominal fat in the carcass. Lower level of serum triglycerides was also noticed with the use of 0.4mg/kg chromium in broiler food in all three examined preparations but it was not statistically significant.

The Interaction of Zinc(II) and Hydroxamic Acids and a Metal‐Triggered Lossen Rearrangement

The structure and reactivity of a complex of zinc(II), water, acetic acid, and acetohydroxamic acid, in which one of the acids is deprotonated, is investigated by means of mass spectrometry, labeling studies, and density functional calculations to unravel the exceptional binding properties of hydroxamic acids towards zinc-containing enzymes at the molecular level. It is shown that acetohydroxamic acid is deprotonated in the complex, whereas acetic acid is present in its neutral form. The binding energies of the ligands towards zinc increase in the following order: water<acetic acid<acetohydroxamic acid. The structure of the complex and its fragmentation provide experimental evidence for the proposed mode of operation of drugs based on hydroxamic acids. Furthermore, coordinatively unsaturated complexes of zinc and acetohydroxamic acid undergo a zinc-assisted Lossen rearrangement followed by elimination of water if acetohydroxamic acid is present as a neutral ligand, or by loss of methylisocyanate if acetohydroxamic acid is deprotonated.

Cloud Point Extraction of Acetic Acid from Aqueous Solution

A new acetic acid separation method was developed through a successful combination of cloud point extraction and complex extraction technology (CPE-SE), where an acetic acid complex compound formed and was solubilized in a surfactant micelle solution, instead of an organic solvent, and then concentrated into one phase by a phase separation process of the CPE technology. Since no organic solvent diluents were used, the new process was environmentally friendly and with a lower cost; meanwhile, the high selectivity of the complex extraction based on chemical complexation and high efficiency of CPE were also inherited as advantages over conventional solvent extraction process. In consideration of the compatibility and the related CPE characteristics, tributyl phosphate and PEG/PPG-18/18 Dimethicone were selected as complexing agent and surfactant of the CPE-SE system, respectively, and the extraction system was optimized by studying the effect of the main process parameters, including surfactant and complexing agent concentration, temperatures for the stirring and incubation steps, on the recovery and the distribution coefficient. A relative high recovery of 71.4% and a distribution coefficient of 1.4 were achieved simultaneously with the optimized process in the treatment of 0.1 M acetic acid solution. Based on its competitive extractability, high efficiency, low-cost, and environment friendlyness, the CPE-SE process was expected to be a potential separation method for a dilute acetic acid solution.

Copper(II) complexes derived from (2-carboxymethoxy-phenylamino)acetic acid and analogue

The synthesis and characterization of mononuclear copper complex of (3-oxo-2,3-dihydro-benzo[1,4]oxazin-4-yl)-acetic acid ( 1) and a tetranuclear copper complex of (2-carboxymethoxy-phenylamino)acetic acid ( 2) is reported. The sodium salt 1 on reaction with copper(II) chloride hexahydrate followed by treatment with pyridine gave a mononuclear copper complex; whereas, a tetra-nuclear complex in the case of reaction of 2 with copper(II) chloride hexahydrate and 2,2′-bipyridine was obtained. In tetra-nuclear copper(II) complex the NH group co-ordinates to copper and cluster has five co-ordination around copper(II).