Month: October 2022

Chalupnik, Paulina; Vialko, Alina; Pickering, Darryl S.; Hinkkanen, Markus; Donbosco, Stephanie; Moeller, Thor C.; Jensen, Anders A.; Nielsen, Birgitte; Bay, Yasmin; Kristensen, Anders S.; Johansen, Tommy N.; Latka, Kamil; Bajda, Marek; Szymanska, Ewa published the artcile< Discovery of the First Highly Selective Antagonist of the GluK3 Kainate Receptor Subtype>, COA of Formula: C9H8O, the main research area is quinoxalinedione preparation glutamate receptor antagonist; glutamate receptors; kainate receptors; subunit selectivity.

In search of selective ligands for the GluK3 kainate receptor subtype, a series of I [R = 3-Me Ph, 4-Me Ph, 4-Et Ph, etc] analogs was synthesized and pharmacol. characterized at selected recombinant ionotropic glutamate receptors. Among them, compound I [R = imidazo[1,2-b]pyridazin-3-ylmethyl] was found to be a competitive GluK3 antagonist with submicromolar affinity and unprecedented high binding selectivity, showing a 400-fold preference for GluK3 over other homomeric receptors GluK1, GluK2, GluK5 and GluA2. Furthermore, in functional assays performed for selected metabotropic glutamate receptor subtypes, I [R = imidazo[1,2-b]pyridazin-3-ylmethyl] did not show agonist or antagonist activity. The mol. determinants underlying the observed affinity profile of I [R = imidazo[1,2-b]pyridazin-3-ylmethyl] were analyzed using mol. docking and mol. dynamics simulations performed for individual GluK1 and GluK3 ligand-binding domains.

International Journal of Molecular Sciences published new progress about Kainate receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (GluK3). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, COA of Formula: C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhu, Rugang; Wang, Congya; Zhang, Lijiao; Wang, Yu; Chen, Gang; Fan, Jungang; Jia, Youfeng; Yan, Fengwen; Ning, Chong published the artcile< Pectin oligosaccharides from fruit of Actinidia arguta: Structure-activity relationship of prebiotic and antiglycation potentials>, Related Products of 3458-28-4, the main research area is Actinidia fruit pectin oligosaccharide prebiotic antiglycation; Actinidia arguta; Antiglycation activity; Pectin oligosaccharides; Prebiotic activity; Structure-activity relationship.

Pectin oligosaccharides (POSs) have prebiotic and antiglycation activities in vitro, but the specific structure-activity relationship is unclear. In this study, POSs were obtained by enzymic and ultrasound-assisted enzymic degradation of pectin polysaccharide (PPS), resp. Based on the chem. characterization, the antiglycation in vitro and prebiotic activities of POSs were compared and the structure-activity relationship was studied. The results showed that the antiglycation activity of POSs in vitro was proportional to the galacturonic acid content and GalA:Rha molar ratios except for the low mol. weight POSs (LM-POSs), and inversely proportional to its branching degree, such as Ara:Rha and Gal:Rha molar ratios. In addition, it was also found that the prebiotic activity of POSs was pos. correlated with Ara:Rha and Gal:Rha molar ratios in mol. composition and the neutral sugar content, especially galactose and arabinose. The degree of esterification (DE) was less important for both antiglycation and prebiotic activity of POSs. These results provided an important theor. basis for POSs application in food.

Carbohydrate Polymers published new progress about Actinidia arguta. 3458-28-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H12O6, Related Products of 3458-28-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Quivelli, Andrea F.; D’Addato, Giovanna; Vitale, Paola; Garcia-Alvarez, Joaquin; Perna, Filippo M.; Capriati, Vito published the artcile< Expeditious and practical synthesis of tertiary alcohols from esters enabled by highly polarized organometallic compounds under aerobic conditions in Deep Eutectic Solvents or bulk water>, Computed Properties of 76-84-6, the main research area is tertiary alc preparation; organometallic compound ester nucleophilic addition.

An efficient protocol was developed for the synthesis of tertiary alcs. R1C(OH)(R2)R2 [R1 = Ph, 4-MeC6H4, 4-MeOC6H4, etc.; R2 = Me, i-Pr, Ph, etc.] via nucleophilic addition of organometallic compounds of s-block elements (Grignard and organolithium reagents) to esters performed in the biodegradable choline chloride/urea eutectic mixture or in water. This approach displayed a broad substrate scope, with the addition reaction proceeded quickly (20 s reaction time) and cleanly, at ambient temperature and under air, straightforwardly furnished the expected tertiary alcs. in yields of up to 98%. The practicability of the method was exemplified by the sustainable synthesis of some representative S-trityl-L-cysteine derivatives, which were a potent class of Eg5 inhibitors, also via telescoped one-pot processes.

Tetrahedron published new progress about Deep eutectic solvents. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Computed Properties of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hachula, Barbara; Kaminska, Ewa; Koperwas, Kajetan; Wrzalik, Roman; Jurkiewicz, Karolina; Tarnacka, Magdalena; Scelta, Demetrio; Fanetti, Samuele; Pawlus, Sebastian; Paluch, Marian; Kaminski, Kamil published the artcile< A study of O-H···O hydrogen bonds along various isolines in 2-ethyl-1-hexanol. Temperature or pressure - which parameter controls their behavior?>, Recommanded Product: 2-Ethylhexan-1-ol, the main research area is ethyl hexanol hydrogen bond vibrational frequency IR spectrum; Hydrogen bond; Intramolecular dynamics; Isolines; Pressure; Temperature.

The nature of H-bonding interactions is still far from being understood despite intense exptl. and theor. studies on this subject carried out by the leading research centers. In this paper, by a combination of unique high-pressure IR, dielec. and volumetric data, the intramol. dynamics of hydroxyl moieties (which provides direct information about H-bonds) was studied along various isolines, i.e., isotherms, isobars, isochrones, and isochores, in a simple monohydroxy alc. (2-ethyl-1-hexanol). This allowed us to discover that the temperature controls the intermol. hydrogen bonds, which then affect the intramol. dynamics of O-H units. Although the role of d. fluctuations gets stronger as temperature rises. We also demonstrated a clear connection between the intra- and intermol. dynamics of the associating liquid at high pressure. The data reported herein open a new perspective to explore this important aspect of the glass transition phenomenon and understand H-bonding interactions at varying thermodn. conditions.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Glass transition temperature. 104-76-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H18O, Recommanded Product: 2-Ethylhexan-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Fukutani, Tomonori; Miyazawa, Kohei; Iwata, Satoru; Satoh, Hiroko published the artcile< G-RMSD: Root Mean Square Deviation Based Method for Three-Dimensional Molecular Similarity Determination>, Quality Control of 492-62-6, the main research area is GRMSD Generalized Root Mean Square Deviation mol similarity determination.

We present the Generalized Root Mean Square Deviation (G-RMSD) method. G-RMSD is an optimization method to calculate the minimal RMSD value of two at. structures by optimal superimposition. G-RMSD is not restricted to systems with an equal number of atoms to compare or a unique atom mapping between two mols. The method can handle any type of chem. structure, including transition states and structures which cannot be explained only with valence bond (VB) theory (non-VB structures). It requires only Cartesian coordinates for the structures. Further information, i.e. atom- and bond types can also be included. Applications of G-RMSD to the classification of α-d-glucose conformers and 3D partial structure search using a dataset containing equilibrium (EQ), dissociation channel (DC), and transition state (TS) structures are demonstrated. We find that G-RMSD allows for a successful classification and mapping for a wide variety of mol. structures.

Bulletin of the Chemical Society of Japan published new progress about Algorithm. 492-62-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H12O6, Quality Control of 492-62-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tan, Wen-Yun; Lu, Yi; Zhao, Jing-Feng; Chen, Wen; Zhang, Hongbin published the artcile< Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer>, Application of C8H10OS, the main research area is alc hydrogen transfer chemoselective oxidation reaction; aldehyde hydrogen transfer chemoselective oxidation reaction; carboxylic acid preparation.

In this paper,a new chemoselective process for the oxidation of primary alcs. and aldehydes was reported. This metal-free reaction features a new oxidant, an easy to handle procedure, high isolated yields, and good to excellent functional group tolerance even in the presence of vulnerable secondary alcs. and tert-butanesulfinamides.

Organic Letters published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 699-12-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H10OS, Application of C8H10OS.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Singh, Yashapal; Demchenko, Alexei V. published the artcile< Koenigs-Knorr Glycosylation Reaction Catalyzed by Trimethylsilyl Trifluoromethanesulfonate>, Electric Literature of 4064-06-6, the main research area is oligosaccharide preparation Koenigs Knorr glycosylation trimethylsilyl trifluoromethanesulfonate catalyst; Koenigs-Knorr reaction; carbohydrates; glycosidation; synthetic methods.

The discovery that traditional silver(I)-oxide-promoted glycosidations of glycosyl bromides (Koenigs-Knorr reaction) can be greatly accelerated in the presence of catalytic trimethylsilyl trifluoromethanesulfonate (TMSOTf) is reported. The reaction conditions are very mild that allowed for maintaining a practically neutral pH and, at the same time, providing high rates and excellent glycosylation yields. In addition, unusual reactivity trends among a series of differentially protected glycosyl bromides were documented. In particular, benzoylated α-bromides were much more reactive than their benzylated counterparts under these conditions.

Chemistry – A European Journal published new progress about Cooperative phenomena (catalysis). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Electric Literature of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dong, Jie; Yuan, Xiang-Ai; Yan, Zhongfei; Mu, Liying; Ma, Junyang; Zhu, Chengjian; Xie, Jin published the artcile< Manganese-catalysed divergent silylation of alkenes>, Formula: C4H8O, the main research area is diphosphinoamino diphosphinomethyl manganese carbonyl complex preparation catalyst silylation; crystal structure diphosphinoamino diphosphinomethyl manganese carbonyl complex; mol structure diphosphinoamino diphosphinomethyl manganese carbonyl complex; alkene silylation manganese catalyst; potential energy surface alkene silylation manganese catalyst DFT.

Transition-metal-catalyzed, redox-neutral dehydrosilylation of alkenes is a long-standing challenge in organic synthesis, with current methods suffering from low selectivity and narrow scope. The authors report a general and simple method for the Mn-catalyzed dehydrosilylation and hydrosilylation of alkenes, with Mn2(CO)10 as a catalyst precursor, by using a ligand-tuned metalloradical reactivity strategy. This enables versatility and controllable selectivity with a 1:1 ratio of alkenes and silanes, and the synthetic robustness and practicality of this method are demonstrated using complex alkenes and light olefins. The selectivity of the reaction was studied using d. functional theory calculations, showing the use of an iPrPNP ligand to favor dehydrosilylation, while a JackiePhos ligand favors hydrosilylation. The reaction is redox-neutral and atom-economical, exhibits a broad substrate scope and excellent functional group tolerance, and is suitable for various synthetic applications on a gram scale. [graphic not available: see fulltext].

Nature Chemistry published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Formula: C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

De Almeida, Laiza A.; Marcondes, Thayna H.; Milagre, Cintia D. F.; Milagre, Humberto M. S. published the artcile< Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols>, Computed Properties of 403-41-8, the main research area is lipase oxovanadium dynamic kinetic resolution secondary alc.

Herein, we present a robust and eco-friendly dynamic kinetic resolution (DKR) protocol for secondary alcs. using a combined heterogeneous catalytic CAL-B/VOSO4 system at 50°C in the relatively green solvent heptane. This catalytic system is active and chemo- and enantioselective for up to 5 cycles. A set of 13 aromatic and heteroaromatic secondary alcs. were evaluated to determine the substrate scope. The performance of the combined CAL-B/VOSO4 system was improved by employing a low-cost, homemade Teflon tube to compartmentalize the catalysts in one-pot conditions, making this system for up to 8 reaction cycles.

ChemCatChem published new progress about Enantioselective biochemical synthesis. 403-41-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H9FO, Computed Properties of 403-41-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Jie; Yang, Weiyao; Wu, Cai; Gong, Yahui; Zhang, Jian; Shen, Chun published the artcile< Upgrading n-butanol to branched alcohols over Ni/CaxMgyO>, Application In Synthesis of 104-76-7, the main research area is upgrading butanol branched alc nickel calcium magnesium oxygen.

Despite the intensive development of heterogeneous catalysts with transition metal for the Guerbet reaction, a detailed understanding of the metal species and reaction mechanism (rate-determining step and active sites) is still deficient. Herein, we have developed a series of Ni/CaxMgyO catalysts to upgrade n-butanol into branched 2-ethyl-1-hexanol and establish the structure-activity correlation. Given the formation of solid solution between NiO and MgO, the addition of Mg element contributes to the formation of highly dispersed Ni nanoparticles with a small mean size. After optimization in reaction conditions, the highest conversion and selectivity of 80.2 and 79.1%, resp., were achieved at 240°C. The pivotal role of Ni0 sites and base sites during the Guerbet reaction, as confirmed by the selective poison experiments could be attributed to their synergistic catalysis during the dehydrogenation of n-butanol, which is the rate-determining step of the whole process. Moreover, a possible reaction mechanism for this rate-determining step over Ni/CaxMgyO catalysts was proposed based on exptl. results. Overall, this work pushes forward the understanding of the reaction mechanism of the Guerbet reaction over transition-metal-decorated catalysts, which would be constructive for the rational design of heterogeneous catalysts. Efficient upgrading of n-butanol to 2-ethyl-1-hexanol was achieved over Ni/CaxMgyO catalysts, and understanding about the reaction mechanism was pushed forward.

ACS Sustainable Chemistry & Engineering published new progress about Alcohols, branched Role: SPN (Synthetic Preparation), PREP (Preparation). 104-76-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H18O, Application In Synthesis of 104-76-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts