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(Chemical Equation Presented) 2-Amino-1,5-anhydro-2-deoxy-D-glucitol, a highly functionalized tetrahydropyran, is a versatile building unit in many natural products. A facile route to this type of synthetic building unit from the corresponding 2-aminopyranoses, as exemplified by an application to D-glucosamine, is outlined. A simple catalytic hydrogenation at C-1 of an oxazoline constructed from the corresponding 2-aminopyranose results in the desired product.

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Reference:
Tetrahydropyran – Wikipedia,
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The present invention herein provides a proliferation inhibitor of Helicobacter pylori comprising a compound that can simply be mass-produced, can specifically inhibit the proliferation of H. pylori, which has high safety and never generates any resistant bacteria, as well as a diet of a food or beverage, and a pharmaceutical preparation containing the proliferation inhibitor of Helicobacter pylori. The proliferation inhibitor of Helicobacter pylori comprises an alpha-N-acetyl-glucosaminyl bond-containing monosaccharide derivative represented by the following chemical formula (1) GlcNAc1-alpha-O-Y ??(1) (in the formula (1), Y is a straight-, branched- or cyclic-aliphatic hydrocarbon group having 1 to 27 carbon atoms or a straight-, branched- or cyclic-acyl group having 1 to 27 carbon atoms). The diet of the food, the beverage or the pharmaceutical preparation comprises the proliferation inhibitor of Helicobacter pylori.

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Reference:
Tetrahydropyran – Wikipedia,
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Lactoferrin is a non-heme iron-binding glycoprotein with multiple health-beneficial functions including antimicrobial, antioxidant, anticarcinogenic, and immunomodulatory effects. There is emerging evidence that neutrophils may serve as targets of lactoferrin in vivo, and here we show how recombinant human lactoferrin (rhLf) can contribute to this regulation. Indeed, our results demonstrate that rhLf binds efficiently to human neutrophils and induces a variety of early cellular responses such as mobilization of intracellular Ca2+, remodeling of actin cytoskeleton, and degranulation (release of lysozyme and myeloperoxidase). In addition, rhLf facilitates lectin-induced H2O2 production and stabilization of lectin-induced cellular aggregates. The role of calcium signaling seems to be essential for rhLf-induced activation of neutrophils, as Ca2+-chelators inhibit degranulation response while lectin-induced H2O2 production correlates significantly with cytoplasmic Ca2+ elevation. Taken together, our findings justify that rhLf can activate neutrophil functions in a calcium-dependent manner and hence, can potentiate innate immune responses.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 14215-68-0, Name is N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide, molecular formula is C8H15NO6. In a Patent,once mentioned of 14215-68-0, Application In Synthesis of N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

A new class of molecules, C1-OH tributanoylated hexosamines, including, for example, Ga1NAc, G1cNAc and ManNAc, are demonstrated to increase cartilage-like tissue accumulation by IL- 1beta-stimulated chondrocytes. Furthermore, all three molecules reduced NFKB1 and IotakappaBetaalpha driven gene expression, consistent with NFkappaB inhibitory properties of these analogs. Ga1NAc-a exposure produced the greatest ECM accumulation by IL-Iotabeta- stimulated chondrocytes. However, Ga1NAc-a exposure produced an opposite effect on MSC exposure, where a decrease in ECM accumulation was observed. These findings are in support of the function of NFkappaB signaling during limb development and growth plate chondrogenesis. The present invention shows the capability of this new class of hexosamine analogs as disease-modifying agents for treating cartilage damage.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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2-Deoxy-D-arabino-hexose and some N-protected 2-amino-2-deoxy-D-glucose derivatives were each treated with 2,2-dimethoxy- or 2,2-dibenzyloxy-propane in 1,4-dioxane in the presence of p-toluenesulfonic acid at 60-70 deg.The major products were acyclic, dimethyl and dibenzyl acetals of 2-deoxy-3,4:5,6-di-O-isopropylidene-aldehydo-D-arabino-hexose or N-protected 2-amino-2-deoxy-3,4:5,6-di-O-isopropylidene-aldehydo-D-glucose.Some of the dibenzyl acetals were converted into the corresponding 3,4:5,6-di-O-isopropylidene-aldehydo-D-hexoses in good yield.

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Tetrahydropyran – Wikipedia,
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A facile and practical method for synthesis of sugar oxazolines (=dihydrooxazoles) from the corresponding N-acetyl-2-amino sugars has been developed by using 2-chloro-1,3-dimethyl-1H-benzimidazol-3-ium chloride (CDMBI) as a dehydrative condensing agent. The intramolecular dehydrative reaction between the 2-acetamido group and the anomeric OH group of unprotected N-acetyl-2-amino sugars took place smoothly in H2O, leading to the formation of a 1,2-oxazoline (=4,5-dihydrooxazole) moiety in good yield. Since the reaction proceeds in H2O without using any protecting groups, the resulting oxazolines can be utilized as effective glycosyl donors for the subsequent enzymatic glycosylation. We have successfully demonstrated a highly efficient chemoenzymatic transglycosylation of a disialo-oligosaccharide moiety to p-nitrophenyl N-acetylglucosaminide catalyzed by a mutant endo-N-acetylglucosaminidase without isolating disialo-oligosaccharide oxazoline as synthetic intermediate. Copyright

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Reference:
Tetrahydropyran – Wikipedia,
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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.14215-68-0, Name is N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide, molecular formula is C8H15NO6. In a Article,once mentioned of 14215-68-0, Recommanded Product: N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

Treatment of partially protected or unprotected carbohydrates with the RhH(PPh3)4-benzalacetone system leads exclusively to glycono-1,4-lactones by regioselective oxidation and subsequent ring restriction.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Kinetically controlled Fischer glycosidation was achieved under flow conditions. beta-Hydroxy-substituted sulfonic acid functionalized silica (HO-SAS) was used as an acid catalyst. This reaction directly converted aldohexoses into kinetically favored furanosides to enable the practical synthesis of furanosides. After optimization of the reaction temperature and residence time, glucofuranosides, galactofuranosides, and mannofuranosides were synthesized in good yields.

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Tetrahydropyran – Wikipedia,
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Acid hydrolysis of chitin and chitosan recovered from shells of sea Crustacea was studied by exclusion high-performance liquid chromatography.

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A number of furanose and pyranose derivatives were selectively acylated and deacylated on a preparative scale in lipase-catalyzed reactions.The primary hydroxyl functions of the methyl furanosides of D-ribose, D-arabinose, D-xylose, and 2-deoxy-D-ribose were selectively acetylated by crude porcine pancreatic lipase in tetrahydrofuran by using 2,2,2-trifluoroethyl acetate as the acyl donor.Selective deacetylations of the primary hydroxyl functions in the peracetylated methyl furanosides of D-ribose, D-arabinose, D-xylose, and 2-deoxy-D-ribose were best accomplished in a 9:1 solution of 0.1 N phosphate buffer (pH 7) and N,N-dimethylformamide using Candida cylindracea lipase.Selective cleavage of the 1-O-acetyl groups from 1,2,3,5-tetra-O-acetyl-D-ribose and -D-xylose were similarly accomplished with Aspergillus niger lipase.Similar regioselectivites were observed in the pyranose series.The Candida lipase was found to be the best for selective deacylation of the primary position from the peracylated methyl pyranosides, and porcine pancreatic lipase was the best for selective hydrolysis of the 1-O-acetyl groups from peracetylated pyranoses.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics