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Development of a multifunctional aminoxy-based fluorescent linker for glycan immobilization and analysis

Glycan arrays have become a technique of choice to screen glycan-protein interactions in a highthroughput manner with high sensitivity and low sample consumption. Here, the synthesis of a new multifunctional fluorescent linker for glycan labeling via aminoxy ligation and immobilization is described; the linker features a fluorescent naphthalene group suitable for highly sensitive highperformance liquid chromatography-based purification and an azido- or amino-modified pentanoyl moiety for the immobilization onto solid supports. Several glycoconjugates displaying small sugar epitopes via chemical or chemoenzymatic synthesis were covalently attached onto a microarray support and tested with lectins of known carbohydrate binding specificity. The glycan library was extended using glycosyltransferases (e.g. galactosyl-, sialyl- and fucosyltransferases); the resulting neoglycoconjugates, which are easily detected by mass spectrometry, mimic antennal elements of N- and O-glycans, including ABH blood group epitopes and sialylated structures. Furthermore, an example natural plant N-glycan containing core alpha1,3-fucose and beta1,2-xylose was also successfully conjugated to the fluorescent linker, immobilized and probed with lectins as well as antihorseradish peroxidase. These experiments validate our linker as being a potentially valuable tool to study glycozyme and lectin specificities, sensitive enough to allow purification of natural glycans.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

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Quality of life for hepatitis C patients with a formulation for administration to the oral mucosa including lactobacillus delbrueckii subsp. bulgaricus and N-acetyl D-glucosamine

Disclosed are quick dissolve tablets, each including Lactobacillus delbrueckii subsp bulgaricus (LBD) and N-acetyl-glucosamine (NAG), as well as excipients, for oral mucosal administration, for improving the quality of life of Hepatitis C patients. Any formulation suitable for oral mucosal administration can be employed for administering the active ingredients in a sufficient dosage for therapeutic effect, one such formulation being: 50 mg of Lactobacillus delbrueckii subsp bulgaricus lysate strain YB-I 10 mg of N-acetyl D-glucosamine. Excipients can include one or more of, maltodextrin; xanthan gum; acesulfam K; lemon powder and a flavoring, e.g., juice; Mannitol TL-32-04, Microcrystalline Cellulose and Carrageenan, Fructose, PVP-XL TL-11-04, Gellan Gum, Citrus TL 1-04, Orange TL 19-04, Sucrolose TL-13-04, and Mg ST TL-13-04.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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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, belongs to Tetrahydropyrans compound, is a common compound. In a patnet, once mentioned the new application about 14215-68-0, COA of Formula: C8H15NO6

DRUG DELIVERY

A drug delivery vehicle comprising a vesicle conjugated to one or more targeting groups, wherein the targeting groups comprise an oligosaccharide which is Lewis A or Lewis B or a mimetic thereof, or a pharmaceutically acceptable salt or PEGylated form of the oligosaccharide : (I) wherein R represents the pointof attachment to the vesicle.10

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Can You Really Do Chemisty Experiments About N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.HPLC of Formula: C8H15NO6. In my other articles, you can also check out more blogs about 14215-68-0

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 Article£¬once mentioned of 14215-68-0, HPLC of Formula: C8H15NO6

Stereoselective Homologation-Amination of Aldehydes by Addition of Their Nitrones to C-2 Metalated Thiazoles – A General Entry to alpha-Amino Aldehydes and Amino Sugars

A general method for the homologation of aldehydes to alpha-amino aldehydes (aminohomologation) has been developed, which employs nitrones as iminium derivatives of the aldehydes.Key operations include a) the addition of a thiazole metalated at C-2 to the N-benzylnitrone derived from the aldehyde, b) the reductive dehydroxylation of the resultant thiazolyl N-benzylhydroxylamine, and c) the unmasking of the formyl group from the thiazole ring.The homologation sequence was studied by employing nitrones derived from various chiral polyalkoxy aldehydes and dialdoses.The addition of 2-lithiothiazole to these nitrones was syn-selective, whereas the reaction with the same nitrones precomplexed with Lewis acids was anti-selective.Hence, from each nitrone a pair of diastereoisomeric hydroxylamines was obtained.These compounds were then converted by the above sequence into alpha-epimeric alpha-amino aldehydes.Model elaborations of some of these products afforded the amino sugars D-glucosamine, D-mannosamine, D-nojirimycin, and advanced intermediates for the synthesis of destomic acid and lincosamine. – Keywords: amino aldehydes; aminohomologation; amino sugars; nitrones; thiazoles

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Discovery of N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

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Synthesis and study of N-acetyl d-glucosamine triazole derivatives as effective low molecular weight gelators

Sugar based low molecular weight gelators have many potential uses for the formation of advanced soft materials. Here we have synthesized a series of peracetylated d-glucosamine triazole derivatives via the Cu catalyzed azide/alkyne cycloaddition reaction (CuAAc) and studied their self-assembling properties in several organic solvents, aqueous solutions, and water. Among the sixteen compounds synthesized and studied, many were able to function as organogelators for multiple solvents. Also seven compounds were able to form hydrogels at low concentrations such as 0.2-1.0 wt %. These indicate that peracetylated d-glucosamine triazole analogs are effective small molecular gelators.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Efficient chemoenzymatic synthesis of novel galacto-N-biose derivatives and their sialylated forms

Galacto-N-biose (GNB) derivatives were efficiently synthesized from galactose derivatives via a one-pot two-enzyme system containing two promiscuous enzymes from Bifidobacterium infantis: a galactokinase (BiGalK) and a d-galactosyl-beta1-3-N-acetyl-d-hexosamine phosphorylase (BiGalHexNAcP). Mono-sialyl and di-sialyl galacto-N-biose derivatives were then prepared using a one-pot two-enzyme system containing a CMP-sialic acid synthetase and an alpha2-3-sialyltransferase or an alpha2-6-sialyltransferase.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Affinity enhancement by dendritic side chains in synthetic carbohydrate receptors

Dendritic side chains have been used to modify the binding environment in anthracene-based synthetic carbohydrate receptors. Control of length, charge, and branching enabled the positioning of side-chain carboxylate groups in such a way that they assisted in binding substrates rather than blocking the cavity. Conformational degeneracy in the dendrimers resulted in effective preorganization despite the flexibility of the system. Strong binding was observed to glucosammonium ions in water, with Ka values up to 7000 m -1. Affinities for uncharged substrates (glucose and N-acetylglucosamine) were also enhanced, despite competition from solvent and the absence of electrostatic interactions.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The important role of N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

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Synthesis of N-linked glycosyl asparagine derivatives with unprotected sugar components

A general methodology for the efficient formation of N-glycosidic linkage to asparagine (Asn), which, does not require the protection of sugar component hydroxyl groups is described. Aspartic acid fluoride was used in combination with N-allyloxycarbonyl (Alloc) glycosyl amines. Pd(0)-PhSiH3 mediated in situ Alloc removal-coupling was performed in aqueous solution dioxane to give Asn-linked carbohydrates in high yield.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Carbohydrate modifiers of neuronal growth

Fucose galactose carbohydrates have been shown to induce neuronal outgrowth. The invention includes methods of inducing neuronal outgrowth using carbohydrates, assemblies, and polymers bearing fucose-galactose moieties, as well as associated proteins. Cell growth can be stimulated in cells in culture or in cells within an animal or patient. Growth stimulation has application to understanding and treatment of neurodegenerative diseases including, for example, Parkinson”s disease, Alzheimer”s disease and multiple sclerosis and conditions such as stroke, brain injury and spinal cord injury. Such compounds, polymers, and assemblies also can be used to increase neural stem or progenitor cells in culture or in an animal, and to enervate engineered tissue.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Discovery of N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide

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Ion-pair RP-HPLC determination of sugars, amino sugars, and uronic acids after derivatization with p-aminobenzoic acid

A new, selective, and sensitive ion-pair RP-HPLC method for the simultaneous determination of three classes of natural organic compounds, i.e., carbohydrates, amino sugars, and uronic acids, in environmental samples is presented, p-Aminobenzoic acid is used for precolumn derivatization of the analytes, enabling fluorescence (lambdaex 313 nm, lambdaem 358 nm) or photometric detection (303 nm). The dependence of the derivatization yield on the reaction conditions is examined. Derivatives of lactose, galactose, glucose, mannose, xylose, arabinose, galacturonic acid, glucuronic acid, N-acetylglucosamine, and glycerinealdehyde were separated on a RP-C18 column with hydrophilic end capping within 35 min, applying TBAHSO4 as the ion-pair reagent. The concentration detection limits range between 20 and 30 mug L-1 ((1-2) ¡Á 10-7 M) for fluorescence detection and between 30 and 75 mug L-1 for UV detection. A good linearity is achieved in the concentration range from 50 mug L-1 to 100 mg L-1 (r2 >0.99). The described method has been applied for the determination of mono-/disaccharides, uronic acids, and amino sugars in soil solutions and in landfill leachates.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics