October 2022 - Page 377 of 406 - Alcohols-buliding-blocks

Seo, Kyeongdeok’s team published research in Organic Letters in 2020-03-20 | 4064-06-6

Organic Letters published new progress about Catalysis. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Seo, Kyeongdeok; Rhee, Young Ho published the artcile< Ruthenium-Catalyzed Regioselective Olefin Migration of Dihydropyran Acetals: A De Novo Strategy toward β-2,6-Dideoxypyranoglycosides>, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is ring closure metathesis catalyst; stereoselective glycosylation catalyst oligosaccharide preparation hydroxylation; regioselective olefin migration dihydropyran acetal ruthenium catalyzed deoxypyranoglycoside oligosaccharide; disaccharide trisaccharide oligosaccharide preparation deoxypyranoglycoside ruthenium catalyzed olefin migration.

Here, we report a de novo synthetic strategy toward β-2,6-dideoxypyranoglycosides. The key event is the ruthenium-catalyzed regioselective olefin migration of dihydropyran allylic acetals to homoallylic acetals. In combination with other metal-catalyzed reactions, this new protocol led to the synthesis of β-2,6-dideoxypyranoglycosides in a highly efficient manner. Using this sequential metal catalysis, various mono-, di-, and trisaccharide forms of β-2,6-dideoxypyranoglycosides were prepared

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Jowett, Laura A’s team published research in Scientific Reports in 2017-12-31 | 35564-86-4

Scientific Reports published new progress about Antitumor agents. 35564-86-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H18ClNO5, Quality Control of 35564-86-4.

Jowett, Laura A.; Howe, Ethan N. W.; Soto-Cerrato, Vanessa; Van Rossom, Wim; Perez-Tomas, Ricardo; Gale, Philip A. published the artcile< Indole-based perenosins as highly potent HCl transporters and potential anti-cancer agents>, Quality Control of 35564-86-4, the main research area is breast cancer perenosin hydrogen chloride transporter anticancer cytotoxicity.

Prodigiosin is one of the most potent anion transporters in lipid bilayer membranes reported to date. Inspired by the structure of this natural product, we have recently designed and synthesized a new class of H+/Cl- cotransporters named ‘perenosins’. Here we report a new library of indole-based perenosins and their anion transport properties. The new transporters demonstrated superior transmembrane transport efficiency when compared to other indole-based transporters, due to favorable encapsulating effects from the substituents on the perenosin backbone. Anion transport assays were used to determine the mechanism of chloride transport revealing that the compounds function as ‘strict’ HCl cotransporters. Cell viability studies showed that some compounds specifically trigger late-onset cell death after 72 h with a unique correlation to the position of alkyl chains on the perenosins. Further investigations of cell death mechanism showed a mixture of cell cycle arrest and apoptosis was responsible for the observed decrease in cell viability.

Scientific Reports published new progress about Antitumor agents. 35564-86-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H18ClNO5, Quality Control of 35564-86-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Miao’s team published research in Angewandte Chemie, International Edition in 2020 | 4064-06-6

Angewandte Chemie, International Edition published new progress about Glycals Role: RCT (Reactant), RACT (Reactant or Reagent). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Application In Synthesis of 4064-06-6.

Liu, Miao; Liu, Kai-Meng; Xiong, De-Cai; Zhang, Hanyu; Li, Tian; Li, Bohan; Qin, Xianjin; Bai, Jinhe; Ye, Xin-Shan published the artcile< Stereoselective Electro-2-deoxyglycosylation from Glycals>, Application In Synthesis of 4064-06-6, the main research area is nucleoside stereoselective glycosylation glycal synthesis electrochem; stereoselective glycosylation glycal electrochem deoxyglycosylation podophyllotoxin trisaccharide synthesis; 2-deoxyglycosides; carbohydrates; electrocatalysis; glycals; glycosylation.

We report a novel and highly stereoselective electro-2-deoxyglycosylation from glycals. This method features excellent stereoselectivity, scope, and functional-group tolerance. This process can also be applied to the modification of a wide range of natural products and drugs. Furthermore, a scalable synthesis of glycosylated podophyllotoxin and a one-pot trisaccharide synthesis through iterative electro-glycosylation were achieved.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ngai, Courtney’s team published research in Angewandte Chemie, International Edition in 2022-03-07 | 76-84-6

Angewandte Chemie, International Edition published new progress about Directed assembly. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Recommanded Product: Triphenylmethanol.

Ngai, Courtney; Wu, Hoi-Ting; da Camara, Bryce; Williams, Christopher G.; Mueller, Leonard J.; Julian, Ryan R.; Hooley, Richard J. published the artcile< Moderated Basicity of Endohedral Amine Groups in an Octa-Cationic Self-Assembled Cage>, Recommanded Product: Triphenylmethanol, the main research area is preparation moderated basicity endohedral octa cationic self assembled cage; mol structure moderated basicity endohedral octa cationic self assembled; Coordination Chemistry; Enzyme Models; Molecular Recognition; Self-Assembly; Supramolecular Chemistry.

A self-assembled FeII4L6 cage was synthesized with 12 internal amines in the cavity. The cage forms as the dodeca-ammonium salt, despite the cage carrying an overall 8+ charge at the metal centers, extracting protons from displaced water in the reaction. Despite this, the basicity of the internal amines is lower than their counterparts in free solution The 12 amines have a sliding scale of basicity, with a ≈ 6 pKa unit difference between the first and last protons to be removed. This moderation of side-chain basicity in an active site is a hallmark of enzymic catalysis.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhou, Xin’s team published research in Angewandte Chemie, International Edition in 2020-03-09 | 4064-06-6

Angewandte Chemie, International Edition published new progress about Antidiabetic agents. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Zhou, Xin; Ding, Han; Chen, Pengwei; Liu, Li; Sun, Qikai; Wang, Xianyang; Wang, Peng; Lv, Zhihua; Li, Ming published the artcile< Radical Dehydroxymethylative Fluorination of Carbohydrates and Divergent Transformations of the Resulting Reverse Glycosyl Fluorides>, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is antidiabetic crystal mol structure human SGLT2 SGLT1 conformation; cyclic oligosaccharide disaccharide glycoside preparation radical dehydroxymethylative fluorination; C−F bond activation; alkoxyl radicals; carbohydrates; fluorination; radical reactions.

A mild and convenient method for the synthesis of reverse glycosyl fluorides (RGFs) has been developed that is based on the silver-promoted radical dehydroxymethylative fluorination of carbohydrates. A salient feature of the reaction is that furanoid and pyranoid carbohydrates furnish structurally diverse RGFs bearing a wide variety of functional groups in good to excellent yields. Intramol. hydrogen atom transfer experiments revealed that the reaction involves an under-exploited radical fluorination that proceeds via β-fragmentation of sugar-derived primary alkoxyl radicals. Structurally divergent RGFs were obtained by catalytic C-F bond activation, and our method thus offers a concise and efficient strategy for the synthesis of reverse glycosides by late-stage diversification of RGFs. The potential of this method is showcased by the preparation and diversification of sotagliflozin, leading to the discovery of a promising SGLT2 inhibitor candidate.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mei, Yuling’s team published research in Journal of Carbohydrate Chemistry in 2020 | 4064-06-6

Journal of Carbohydrate Chemistry published new progress about C-Glycosides Role: SPN (Synthetic Preparation), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Formula: C12H20O6.

Mei, Yuling; Dong, Youxian; Li, Juan; Zhang, Bo; Sun, Guosheng; Zhou, Jiafen; Si, Wenshuai; Han, Yiwen; Wu, Zhenliang; Zhang, Jianbo published the artcile< FeCl3/C as an efficient catalyst for Ferrier rearrangement of 3,4,6-tri-O-Benzyl-D-glucal>, Formula: C12H20O6, the main research area is stereoselective glycosylation glycal alc preparation glycoside rearrangement Ferrier.

FeCl3/C was used as an efficient and convenient promoter for glycosylation through Ferrier-type rearrangement of 3,4,6-tri-O-benzyl-D-glucal, which is a relatively un-reactive substrate for this type of reaction. The method was applicable to a wide range of alcs., especially phenols. A series of 2,3-unsaturated-O-glucosides were prepared efficiently (47-92%) by this method under mild conditions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Allen, Luke B’s team published research in Journal of Inherited Metabolic Disease in 2019 | 434-16-2

Journal of Inherited Metabolic Disease published new progress about Apolipoprotein A-II Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Recommanded Product: (3S,9S,10R,13R,14R,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol.

Allen, Luke B.; Genaro-Mattos, Thiago C.; Porter, Ned A.; Mirnics, Karoly; Korade, Zeljka published the artcile< Desmosterolosis and desmosterol homeostasis in the developing mouse brain>, Recommanded Product: (3S,9S,10R,13R,14R,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, the main research area is desmosterolosis desmosterol homeostasis brain; 7-dehydrocholesterol; Dhcr24; Dhcr7; cholesterol; desmosterol.

Cholesterol serves as a building material for cellular membranes and plays an important role in cellular metabolism The brain relies on its own cholesterol biosynthesis, which starts during embryonic development. Cholesterol is synthesized from two immediate precursors, desmosterol and 7-dehydrocholesterol (7-DHC). Mutations in the DHCR24 enzyme, which converts desmosterol into cholesterol, lead to desmosterolosis, an autosomal recessive developmental disorder. In this study, we assessed the brain content of desmosterol, 7-DHC, and cholesterol from development to adulthood, and analyzed the biochem., mol., and anatomical consequences of Dhcr24 mutations on the sterol profile in a mouse model of desmosterolosis and heterozygous Dhcr24+/- carriers. Our HPLC-MS/MS studies revealed that by P0 desmosterol almost entirely replaced cholesterol in the Dhcr24-KO brain. The greatly elevated desmosterol levels were also present in the Dhcr24-Het brains irresp. of maternal genotype, persisting into adulthood. Furthermore, Dhcr24-KO mice brains showed complex changes in expression of lipid and sterol transcripts, nuclear receptors, and synaptic plasticity transcripts. Cultured Dhcr24-KO neurons showed increased arborization, which was also present in the Dhcr24-KO mouse brains. Finally, we observed a shared pathophysiol. mechanism between the mouse models of desmosterolosis and Smith-Lemli-Opitz syndrome (a genetic disorder of conversion of 7-DHC to cholesterol).

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Seabright, Gemma E’s team published research in Structure (Oxford, United Kingdom) in 2020-08-04 | 3458-28-4

Structure (Oxford, United Kingdom) published new progress about Epitopes. 3458-28-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H12O6, Application In Synthesis of 3458-28-4.

Seabright, Gemma E.; Cottrell, Christopher A.; van Gils, Marit J.; D′addabbo, Alessio; Harvey, David J.; Behrens, Anna-Janina; Allen, Joel D.; Watanabe, Yasunori; Scaringi, Nicole; Polveroni, Thomas M.; Maker, Allison; Vasiljevic, Snezana; de Val, Natalia; Sanders, Rogier W.; Ward, Andrew B.; Crispin, Max published the artcile< Networks of HIV-1 Envelope Glycans Maintain Antibody Epitopes in the Face of Glycan Additions and Deletions>, Application In Synthesis of 3458-28-4, the main research area is glycan neutralizing antibody epitope HIV1; broadly neutralizing antibodies; cryo-electron microscopy; glycans; glycosylation; human immunodeficiency virus; mass spectrometry; structure; vaccines.

Numerous broadly neutralizing antibodies (bnAbs) have been identified that target the glycans of the HIV-1 envelope spike. Neutralization breadth is notable given that glycan processing can be substantially influenced by the presence or absence of neighboring glycans. Here, using a stabilized recombinant envelope trimer, we investigate the degree to which mutations in the glycan network surrounding an epitope impact the fine glycan processing of antibody targets. Using cryo-electron microscopy and site-specific glycan anal., we reveal the importance of glycans in the formation of the 2G12 bnAb epitope and show that the epitope is only subtly impacted by variations in the glycan network. In contrast, we show that the PG9 and PG16 glycan-based epitopes at the trimer apex are dependent on the presence of the highly conserved surrounding glycans. Glycan networks underpin the conservation of bnAb epitopes and are an important parameter in immunogen design.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hakkou, Khalid’s team published research in Polymer Degradation and Stability in 2019-09-30 | 6054-98-4

Polymer Degradation and Stability published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 6054-98-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C14H8N2Na2O6, Product Details of C14H8N2Na2O6.

Hakkou, Khalid; Molina-Pinilla, Inmaculada; Rangel-Nunez, Cristian; Suarez-Cruz, Adrian; Pajuelo, Eloisa; Bueno-Martinez, Manuel published the artcile< Synthesis of novel (bio) degradable linear azo polymers conjugated with olsalazine>, Product Details of C14H8N2Na2O6, the main research area is biodegradable linear conjugated olsalazine based polyazoester triazole preparation property.

Click Cu(I)-catalyzed polymerization of diynes and diazides was performed to obtain a novel type of linear copolymer, which were prepared from monomers derived from poly(ethylene glycol), 5,5′-azodisalicylic acid [olsalazine] and 1,4-butanediol diglycidyl ether. The resulting copolymers will carry ester and azo functions along the polymer backbone, so they will be sensitive to pH as well as be degraded by azoreductase enzymes present in the colonic microbiota. Most of the copoly(azoester triazole)s obtained were water soluble, and all of them were characterized by Fourier transform IR, NMR, and gel permeation chromatog.. Differential scanning calorimetry revealed them to be amorphous, and in general, the polymers were stable up to 250 °C under nitrogen as demonstrated by thermogravimetric anal.. The degradation behavior of the polymers was evaluated in vitro. Degradation studies were carried out at 37 °C in buffered salt solution at pH 7.4, and were monitored by GPC and NMR spectroscopies. A biodegradation experiment of a water-soluble prototype polymer showed that they are biodegradable via a strain of Enterococcus faecalis. The experiment was monitored using UV-visible spectroscopy.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sodano, Federica’s team published research in Molecular Pharmaceutics in 2019-10-07 | 4064-06-6

Molecular Pharmaceutics published new progress about Analgesia. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Sodano, Federica; Lazzarato, Loretta; Rolando, Barbara; Spyrakis, Francesca; De Caro, Carmen; Magliocca, Salvatore; Marabello, Domenica; Chegaev, Konstantin; Gazzano, Elena; Riganti, Chiara; Calignano, Antonio; Russo, Roberto; Rimoli, Maria Grazia published the artcile< Paracetamol-Galactose Conjugate: A Novel Prodrug for an Old Analgesic Drug>, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is paracetamol galactose prodrug analgesic; X-ray diffraction; hepatotoxicity; hyperalgesia; metabolism; paracetamol; prodrug.

Paracetamol has been one of the most commonly used and prescribed analgesic drugs for more than a hundred years. Despite being generally well tolerated, it can result in high liver toxicity when administered in specific conditions, such as overdose, or in vulnerable individuals. We have synthesized and characterized a paracetamol galactosylated prodrug (PARgal) with the aim of improving both the pharmacodynamic and pharmacol. profile of paracetamol. PARgal shows a range of physicochem. properties, solubility, lipophilicity, and chem. stability at differing physiol. pH values and in human serum. PARgal could still be preclinically detected 2 h after administration, meaning that it displays reduced hepatic metabolism compared to paracetamol. In overdose conditions, PARgal has not shown any cytotoxic effect in in vitro analyses performed on human liver cells. Furthermore, when tested in an animal pain model, PARgal demonstrated a sustained analgesic effect up to the 12th hour after oral administration. These findings support the use of galactose as a suitable carrier in the development of prodrugs for analgesic treatment.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts