Heterocyclic Building Blocks-Tetrahydrofuran

Synthesis of aryl ethers of carbohydrates via reaction with arynes: selective O-arylation of trans-vicinal dihydroxyl groups in carbohydrates was written by Bhardwaj, Monika;Hussain, Nazar;Zargar, Irshad Ahmad;Dash, Ashutosh K.;Mukherjee, Debaraj. And the article was included in Organic & Biomolecular Chemistry in 2020.HPLC of Formula: 582-52-5 This article mentions the following:

A new method for the O-arylation of carbohydrates under metal-free conditions using arynes as an aryl source has been developed. This approach works well with mono, di and trihydroxy compounds Preferential O-arylation takes place at primary over secondary and equatorial over axial. Site-selective O-arylation was achieved with the substrate having trans vicinal diequatorial hydroxyls. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5HPLC of Formula: 582-52-5).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.HPLC of Formula: 582-52-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Fructan and antioxidant metabolisms in plants of Lolium perenne under drought are modulated by exogenous nitric oxide was written by Rigui, Athos Poli;Carvalho, Victoria;Wendt dos Santos, Andre Luiz;Morvan-Bertrand, Annette;Prud′homme, Marie-Pascale;Machado de Carvalho, Maria Angela;Gaspar, Marilia. And the article was included in Plant Physiology and Biochemistry (Issy-les-Moulineaux, France).Recommanded Product: 470-69-9 This article mentions the following:

Drought is a major environmental factor that can trigger oxidative stress and affect plant growth and productivity. Previous studies have shown that exogenous nitric oxide (NO) can minimize oxidative stress-related damage through the modulation of antioxidant enzyme activity. Fructan accumulation also has an important role in drought tolerance, since these carbohydrates participate in osmoregulation, membrane protection and oxidant scavenging. Currently, there are few studies investigating NO-regulated fructan metabolism in response to abiotic stresses. In the present study, we sought to determine if treating plants of Lolium perenne with S-nitrosoglutathione (GSNO), a NO donor, improved drought tolerance. Two-month-old plants received water (control), GSNO and reduced glutathione (GSH) as foliar spray treatments and were then maintained under drought or well-watered conditions for 23 days. At the end of drought period, we evaluated growth, pigment content and antioxidant and fructan metabolisms None of these conditions influenced dry mass accumulation, but the leaves of plants treated with GSNO exhibited a slight increase in pigment content under drought. GSNO treatment also induced 1-SST activity, which was associated with a 3-fold increase in fructan content. GSNO-treated plants presented higher GR activity and, consequently, increased GSH levels. L. perenne cv. AberAvon was relatively tolerant to the water stress condition employed herein, maintaining ROS homeostasis and mitigating oxidative stress, possibly due to fructan, ascorbate and glutathione pools. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9Recommanded Product: 470-69-9).

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Tetrahydrofuran can also be produced, or synthesised, via catalytic hydrogenation of furan. This process involves converting certain sugars into THF by digesting to furfural. An alternative to this method is the catalytic hydrogenation of furan with a nickel catalyst.Recommanded Product: 470-69-9

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Effects of ultra-high pressure on effective synthesis of fructooligosaccharides and fructotransferase activity using Pectinex Ultra SP-L and inulinase from Aspergillus niger was written by Kawee-Ai, Arthitaya;Chaisuwan, Worraprat;Manassa, Apisit;Seesuriyachan, Phisit. And the article was included in Preparative Biochemistry & Biotechnology in 2019.Synthetic Route of C18H32O16 This article mentions the following:

In this study, various levels of ultra-high pressure (UHP) were combined with the enzymic synthesis of the fructooligosaccharide (FOS) using Pectinex Ultra SP-L and inulinase. The combination enhanced the FOS yields up to 2.5- and 1.5-fold, resp., compared to atm. condition (0.1 MPa). However, the enzymic reaction was dependent on the levels of pressure, the reaction times, and the initial sucrose concentrations The combined UHP and inulinase showed that the maximum FOS yield (71.81%) was obtained under UHP at 200 MPa for 20 min with 300 g/L of initial sucrose as a substrate, while the FOS yield (57.13%) using Pectinex Ultra SP-L was obtained under UHP at 300 MPa for 15 min with 600 g/L of initial sucrose as a substrate. The FOS composition produced by Pectinex Ultra SP-L under the UHP was 1-kestose (GF₂), nystose (GF₃), and 1F-fructofuranosylnystose (GF₄), whereas the FOS produced by inulinase composed of only GF₂ and GF₃. The combined UHP is a useful tool in the industrial application for FOS production HighlightsUHP activated the activity of Pectinex Ultra SP-L yet inactivated inulinasePressure level, time, and sucrose concentration significantly affect FOS yields under UHPUHP enhanced FOS production with time-saving benefits within 15-20 min. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9Synthetic Route of C18H32O16).

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Synthetic Route of C18H32O16

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Organic-Photoacid-Catalyzed Glycosylation was written by Li, Juncheng;Zhao, Gaoyuan;Wang, Ting. And the article was included in Synlett in 2020.Electric Literature of C12H20O6 This article mentions the following:

Photoacids are mols. that become more acidic upon absorption of light. They are widely utilized in a variety of fields, such as organic synthesis, mol. switching agents, and photodynamic therapy. Currently, the activity of most photo-acids is induced by UV light, which limits their applications by the synthetic community. In this Synpacts article, we highlight our recent development of visible-light-induced photo-acids and their application in glycosylation reactions. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Electric Literature of C12H20O6).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. Tetrahydrofuran (THF) is primarily used as a precursor to polymers including for surface coating, adhesives, and printing inks.Electric Literature of C12H20O6

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chemical synthesis and pharmacological properties of heparin pentasaccharide analogues was written by Zhou, Zhipeng;Zhang, Linlin;Wu, Xin;Luo, Lan;Wu, Jian;Xu, Dan;Wu, Mingyi. And the article was included in European Journal of Medicinal Chemistry in 2022.HPLC of Formula: 582-52-5 This article mentions the following:

The pentasaccharide fondaparinux is a synthetic anticoagulant based on heparin antithrombin-binding sequence. Fondaparinux improves safety and predictable pharmacodynamics compared with heparins; however, it requires a complicate synthesis process which contain more than 50 steps of synthesis. Herein, we designed and synthesized four fondaparinux analogs (compounds 1, 2, 3, 4) using a [2+3] convergent synthetic method, which greatly simplified the synthetic process, improved the product yield, and curtailed the expenditures. These synthesized compounds showed stronger anticoagulant activities by factor Xa inhibition (IC₅₀ 725-1126 nM vs. 1909 nM for fondaparinux) in the AT-dependent manner. After s.c. (s.c.) administration to rats, the compounds displayed long-lasting anti-factor Xa activities and inhibition of thrombin generation ex vivo. Compared with fondaparinux, these compounds were slowly eliminated after s.c. administration to rats, the half-lies (t_1/2) were more than 2-fold of that of fondaparinux. These results suggested the pentasaccharide analogs may exhibit better pharmacokinetic and predictable pharmacodynamic characteristics. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5HPLC of Formula: 582-52-5).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. Tetrahydrofuran can also be produced, or synthesised, via catalytic hydrogenation of furan. This process involves converting certain sugars into THF by digesting to furfural. An alternative to this method is the catalytic hydrogenation of furan with a nickel catalyst.HPLC of Formula: 582-52-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Breads fortified with wholegrain cereals and seeds as source of antioxidant dietary fibre and other bioactive compounds was written by Benitez, Vanesa;Esteban, Rosa M.;Moniz, Eva;Casado, Natalia;Aguilera, Yolanda;Molla, Esperanza. And the article was included in Journal of Cereal Science in 2018.Recommanded Product: (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol This article mentions the following:

Antioxidant dietary fiber (DF) and bioactive compounds are considered important factors for nutritional and health-promoting properties of cereal products. Breads fortified with wholegrain cereals and seeds are increasingly demanded, making it necessary to investigate the influence of these ingredients on nutritional value of breads. The aim of this study was to assess the impact of wheat flour fortification on the composition in antioxidant DF, non-glycemic oligosaccharides, polyphenols (PC), and antioxidant activity (AA) of the final bread products. Breadmaking affected bioactive compounds in different way depending on flour composition Although wholegrain flour was the most sensitive to breadmaking process, both multigrain and wholegrain breads stood out for their level in DF, PC and AA, whereas white bread showed higher fructan content. Results showed that replacing of refined flour with other cereals (rye, oat), fiber (wheat bran, wheat fiber) and seeds (flaxseeds, sunflower, sesame) would improve the potential health benefits of breads. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9Recommanded Product: (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol).

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Recommanded Product: (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Fructo-oligosaccharides production by an Aspergillus aculeatus commercial enzyme preparation with fructosyltransferase activity covalently immobilized on Fe₃O₄-chitosan-magnetic nanoparticles was written by Lira de Oliveira, Rodrigo;Fellipe da Silva, Marcos;Pedroza da Silva, Suzana;Vaz de Araujo, Ana Claudia;Cavalcanti, Jorge Vinicius Fernandes Lima;Converti, Attilio;Porto, Tatiana Souza. And the article was included in International Journal of Biological Macromolecules in 2020.COA of Formula: C18H32O16 This article mentions the following:

Pectinex Ultra SP-L, a com. enzyme preparation with fructosyltransferase activity, was successfully immobilized by covalent binding to Fe₃O₄-chitosan- magnetic nanoparticles. Immobilization carried out according to a 2³-full factorial design where glutaraldehyde concentration, activation time and time of contact between enzyme and support were selected as the independent variables and immobilization yield as the response. The highest immobilization yield (94.84%) was obtained using 3.0% (volume/volume) glutaraldehyde and activation and contact times of 180 and 30 min, resp. The immobilized biocatalyst, which showed for both hydrolytic and transfructosylating activities optimum pH and temperature of 7.0 and 60°C, resp., retained 70 and 86% of them after 6 cycles of reuse. A kinetic/thermodn. study focused on thermal inactivation of the immobilized construct indicated high thermostability at temperatures commonly used for fructo-oligosaccharides (FOS) production Maximum FOS concentration obtained in lab-scale experiments was 101.56 g L^-1, with predominant presence of 1-kestose in the reaction mixture The results obtained in this study suggest that the immobilized-enzyme preparation may be effectively exploited for FOS production and easily recovered from the reaction mixture by action of a magnetic field. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9COA of Formula: C18H32O16).

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.COA of Formula: C18H32O16

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Novel Position-Specific ¹⁸O/¹⁶O Measurement of Carbohydrates. II. The Complete Intramolecular ¹⁸O/¹⁶O Profile of the Glucose Unit in a Starch of C4 Origin was written by Ma, Ran;Zhao, Yu;Liu, Lan;Zhu, Zhenyu;Wang, Bo;Wang, Ying;Yin, Xijie;Su, Jing;Zhou, Youping. And the article was included in Analytical Chemistry (Washington, DC, United States) in 2020.Computed Properties of C12H20O6 This article mentions the following:

Information about plant photosynthetic carbon assimilation, physiol., and biochem. is locked in the ¹⁸O/¹⁶O ratios of the individual positions of higher plants carbohydrates but is under-utilized due to the difficulty of making these determinations We report the extension of the wet chem. approach we used to access the ¹⁸O/¹⁶O ratio of O-3 of glucose with a novel GC/Pyrolysis/IRMS-based method, to determine the ¹⁸O/¹⁶O ratios of O-4, O-5 and O-6. The O atoms (OH groups) at positions 1, 2, 5 and 6 of glucose were protected by acetonation (converting to 1,2;5,6-di-O-isopropylidene-glucofuranose, DAGF). The DAGF was then converted to 6-bromo-6-deoxy-1,2;3,5-di-O-isopropylidene-glucofuranose (6-bromo-DAGF) and Rayleigh-type fractionation. Isotope mass balance was then applied to calculate the ¹⁸O/¹⁶O of O-5 and O-6 as a whole and O-6 resp. Quant. conversion of glucose with phenylhydrazine to phenylglucosazone also allowed for the calculation of ¹⁸O₂ by applying isotope mass balance between the two. A C₄ starch-derived glucose intramol. ¹⁸O profile is now determined: O-3 is relatively enriched (by 12.16mUr), O-4 relatively depleted (by 20.40-31.11mUr) and O-2 marginally enriched (by 2.40mUr) against the mol. average In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Computed Properties of C12H20O6).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Tetrahydrofuran (THF) is primarily used as a precursor to polymers including for surface coating, adhesives, and printing inks.Computed Properties of C12H20O6

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem