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Mechanism-based inactivation (MBI) refers to the metabolic bioactivation of a xenobiotic by cytochrome P450s to a highly reactive intermediate which subsequently binds to the enzyme and leads to the quasi-irreversible or irreversible inhibition. Xenobiotics, mainly drugs with specific functional units, are the major sources of MBI. Two possible consequences of MBI by medicinal compounds are drug-drug interaction and severe toxicity that are observed and highlighted by clinical experiments. Today almost all of these latent functional groups (e.g., thiophene, furan, alkylamines, etc.) are known, and their features and mechanisms of action, owing to the vast experimental and theoretical studies, are determined. In the past decade, molecular modeling techniques, mostly density functional theory, have revealed the most feasible mechanism that a drug undergoes by P450 enzymes to generate a highly reactive intermediate. In this review, we provide a comprehensive and detailed picture of computational advances toward the elucidation of the activation mechanisms of various known groups with MBI activity. To this aim, we briefly describe the computational concepts to carry out and analyze the mechanistic investigations, and then, we summarize the studies on compounds with known inhibition activity including thiophene, furan, alkylamines, terminal acetylene, etc. This study can be reference literature for both theoretical and experimental (bio)chemists in several different fields including rational drug design, the process of toxicity prevention, and the discovery of novel inhibitors and catalysts.A new passive sampling method was developed and characterized to measure atmospheric volatile methyl siloxanes (VMS). The infrastructure of a commercial passive air sampler (PAS) was used along with XAD-2 resin as the adsorbent. Experimental sampling rates (SR) determined using collocated active and passive samplers ranged between 0.0363 (L5) and 0.0561 (D3) m3/day and agreed well with the theoretical ones. VMS uptake was highly linear for eight weeks. The precision of the method was very good ( less then 10%). Compared to the other PASs used for VMS, the new method has several advantages (i.e., the sampler is much smaller, it has commercially available components, and the solvent requirement, equipment needed for extraction, and steps for sample preparation are minimal) while achieving similar or lower method detection limits. The developed method was applied to investigate the spatial distribution and possible sources of atmospheric VMS in the Izmir region. selleck Field sampling covered 42 sites representing different source and land use areas. ΣVMS concentrations ranged between 41.4 and 981 ng/m3. The dominant VMS was D5 followed by D3 and D4. Spatial distributions indicated that the main VMS sources in the area were urban areas, wastewater treatment plants, and landfills where the VMS-containing products are used and disposed.The extraction and complexation of trivalent americium (Am) and lanthanides (Ln) by four 2,9-diamide-1,10-phenanthroline (DAPhen) ligands with different alkyl substituent groups on the diamide moiety in an ionic liquid (IL), C4mimNTf2, were studied through a combination of batch extraction, spectroscopic, and calorimetric approaches. All four DAPhen ligands can achieve selective separation of Am(III) from Eu(III), but the detailed extractability and the extraction kinetics are affected significantly by the length of the alkyl substituent groups. UV-vis absorption spectrophotometric titrations indicate that Ln(III) coordinates with all four ligands in a 12 mode in the ionic liquid and the binding strength decreases with the increase of the alkyl chain length. The complexation of the DAPhen ligands with Ln(III) in the ionic liquid is driven by highly positive entropies and opposed by endothermic enthalpies. A luminescence spectroscopy study suggests that each DAPhen ligand coordinates in a tetradentate form with Eu(III). This work further unravels the unique extraction and coordination behavior in an ionic liquid system and offers additional guidelines to design more efficient DAPhen ligands for Ln(III)/An(III) separation.Eleven pimarane-type diterpenoids were isolated from the tubers of Icacina oliviformis, including three new compounds, icacinlactone M (9), icacinlactone H 2-O-β-d-glucopyranoside (10), and icacinlactone N 3-O-β-d-glucopyranoside (11), together with an artifact of acrenol (8). Among the known structures, icacinlactone A (2), icacinlactone B (3), icacinlactone H (4), 12-hydroxyicacinlactone A (5), 14α-methoxyhumirianthol (6), and annonalide (7) are reported from I. oliviformis for the first time, whereas icacinol (1) has previously been found in this plant. Icacinol, 14α-methoxyhumirianthol, and annonalide displayed moderate cytotoxic activity in a panel of human cancer cell lines.Precise optical rotation measurements play an important role in the analysis of chiral molecules in various fields, especially in biological chemistry and pharmacology. In this paper, we demonstrate a new variant of continuous-wave cavity-enhanced polarimetry for detecting the optical activity of two enantiomers of a chiral molecule at 730 nm. It is based on a signal-reversing technique for which the chiral specific rotation is directly determined by the cavity ring-down signal from two counter-propagating beams in a bow-tie cavity. In particular, we ensure reproducible excitation of both modes by broadening the linewidth of a diode laser source by application of a radio frequency perturbation to its injection current. The performance of the polarimeter is demonstrated for the specific rotation of (+)- and (-)-α-pinene in different environments, including the pure vapor, open air, and the liquid phase; the detection precision ranges between 10-5 and 10-4 degrees per cavity pass depending on the environment. The apparatus is a robust and practical tool for quantifying chirality and can be developed for the entire visible and near-infrared spectral regions.O-Acetylation is a common naturally occurring modification of carbohydrates and is especially widespread in sialic acids, a family of nine-carbon acidic monosaccharides. O-Acetyl migration within the exocyclic glycerol-like side chain of mono-O-acetylated sialic acid reported previously was from the C7- to C9-hydroxyl group with or without an 8-O-acetyl intermediate, which resulted in an equilibrium that favors the formation of the 9-O-acetyl sialic acid. Herein, we provide direct experimental evidence demonstrating that O-acetyl migration is bidirectional, and the rate of equilibration is influenced predominantly by the pH of the sample. While the O-acetyl group on sialic acids and sialoglycans is stable under mildly acidic conditions (pH less then 5, the rate of O-acetyl migration is extremely low), reversible O-acetyl migration is observed readily at neutral pH and becomes more significant when the pH increases to slightly basic. Sialoglycan microarray studies showed that esterase-inactivated porcine torovirus hemagglutinin-esterase bound strongly to sialoglycans containing a more stable 9-N-acetylated sialic acid analog, but these compounds were less resistant to periodate oxidation treatment compared to their 9-O-acetyl counterparts.
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