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Per-O-acetylation of sugars catalysed by montmorillonite K-10

The inexpensive solid acid, montmorillonite K-10, is shown to be an efficient catalyst for the per-O-acetylation of several mono-, di- and trisaccharides. The pyranose forms accounted for 75- 100% of the acetylated products.

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Tetrahydropyran – Wikipedia,
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In an article, published in an article, once mentioned the application of 33821-94-2, Name is 2-(3-Bromopropoxy)tetrahydro-2H-pyran,molecular formula is C8H15BrO2, is a conventional compound. this article was the specific content is as follows.Formula: C8H15BrO2

Alternative synthesis of 1,2,3,4-tetramethoxy-5-methylbenzene: A key intermediate for preparing coenzyme Q homologs and analogs

Preparation of 1,2,3,4-tetramethoxy-5-methylbenzene (1) through a new process from pyrogallol is described. In the preparation, a modified mild brominating agent was employed, and a simple introduction of methyl group into aromatic ring through chloromethylation of the corresponding substrate (4), followed by reductive dehalogenation, was achieved successfully with good yields. Copyright Taylor & Francis Group, LLC.

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Tetrahydropyran – Wikipedia,
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Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn’t involve a screen. 14215-68-0, C8H15NO6. A document type is Article, introducing its new discovery., category: Tetrahydropyrans

Insights into neuronal cell metabolism using NMR spectroscopy: Uridyl diphosphate N-acetyl-glucosamine as a unique metabolic marker

Making the switch: Compounds 1 and 2 are used as metabolic markers for NMR detection. When neuronal cells switch to a glycolytic state, an uneven distribution of 13C in the N-acetyl group results, thus giving a mixture of the metabolites 1 and 2. It is therefore possible to monitor flux through different metabolic pathways, such as glycolysis, the tricarboxylic acid cycle, and the hexosamine biosynthetic pathway, using a single molecule. Copyright

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Tetrahydropyran – Wikipedia,
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Novel sequential solid-phase synthesis of N-linked glycopeptides from natural sources

In the present report a practical and versatile procedure for the solid-phase synthesis of N-linked glycopeptides from natural sources has been demonstrated. The approach is based on the mild hydrazinolysis procedure to release N-linked oligosaccharides in their intact unreduced form from the natural glycoproteins, e.g. fetuin and ribonuclease B and subsequent formation of the corresponding glycosylamines. Treatment of the reducing sugars 1-7 with a saturated solution of ammonium hydrogen carbonate in either water or dimethyl sulfoxide (DMSO) gives in almost quantitative yields the glycosylamines 8-14. Coupling of the unprotected glycosylamines 8-14 to the side-chain-activated aspartic acid derivative Fmoc-Asp(ODhbt)-OBut 16 affords the N-glycosylated asparagine derivatives 17-23. Subsequent acetylation of the carbohydrate hydroxy groups and cleavage of the tert-Bu ester by trifluoroacetic acid (TFA) treatment yields the glycosylated N-linked building blocks 31-37. The building blocks 31-37 are then incorporated into the multiple-column peptide-synthesis protocol of the glycopeptide T-cell epitope analogues 40-46 of the mouse haemoglobin-derived decapeptide Hb (67-76), VITAFNEGLK. The decapeptide sequence VITAFNEGLK binds well to the MHC Class II Ek molecule and is non-immunogenic in CBA/J mice. Syntheses of several natural and unnatural glycosylations, e.g. N-acetylglucosamine, N,N?-diacetylchitobiose, glucose, maltotriose, maltoheptose and di- and triantennary complex oligosaccharides on the decapeptide Hb (67-76) affording the N-linked glycopeptides 40-46 are described. The N-linked glycopeptides 40-46 have been fully characterised by 1D- and 2D-1H and 13C NMR spectroscopy and by ES-MS.

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Characterization of the single-subunit oligosaccharyltransferase STT3A from Trypanosoma brucei using synthetic peptides and lipid-linked oligosaccharide analogs

The initial transfer of a complex glycan in protein N-glycosylation is catalyzed by oligosaccharyltransferase (OST), which is generally a multisubunit membrane protein complex in the endoplasmic reticulum but a single-subunit enzyme (ssOST) in some protists. To investigate the reaction mechanism of ssOST, we recombinantly expressed, purified and characterized the STT3A protein from Trypanosoma brucei (TbSTT3A). We analyzed the in vitro activity of TbSTT3A by synthesizing fluorescently labeled acceptor peptides as well as lipid-linked oligosaccharide (LLO) analogs containing a chitobiose moiety coupled to oligoprenyl carriers of distinct lengths (C10, C15, C20 and C25) and with different double bond stereochemistry. We found that in addition to proline, charged residues at the +1 position of the sequon inhibited glycan transfer. An acidic residue at the -2 position significantly increased catalytic turnover but was not essential, in contrast to the bacterial OST. While all synthetic LLO analogs were processed by TbSTT3A, the length of the polyprenyl tail, but not the stereochemistry of the double bonds, determined their apparent affinity. We also synthesized phosphonate analogs of the LLOs, which were found to be competitive inhibitors of the reaction, although with lower apparent affinity to TbSTT3A than the active pyrophosphate analogs.

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Synthesis of peptidoglycan units with UDP at the anomeric position

A series of UDP-disaccharide peptide compounds were synthesized as synthetic substrate analogues or potential inhibitors of glycosyl transferase. Fluorescent compounds have been prepared with the aim of developing a screening method for selecting transglycosylase inhibitors.

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Simple exploration of 31608-22-7

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TETRONIC AND THIOTETRONIC ACID DERIVATIVES AS PHOSPHOLIPASE A2 INHIBITORS

There are disclosed compounds of the formula: wherein X is ¿CH2R; R is and further when Y=S, R may also be ¿(CH2)eCH3; Y is ¿O¿or ¿S¿; R1 and R2 are each, independently, hydrogen or lower alkyl; R3 is indolyl, furyl, phenyl or phenyl optionally mono- or disubstituted independently by alkyl of 1-7 carbon atoms, ¿C(CH3)3, ¿C(CH3)2CH2C(CH3), ¿C(CH3)2CH2CH3, haloloweralkyl, perfluoroalkyl, lower alkoxy, aryl alkoxy, halo or nitro; R4 and R5 are, independently, ¿COCH2R7, ¿CO2R7, ¿CONHR7, geranyl or CH2R3; R6 is hydrogen or lower alkyl; R7 is geranyl and any moiety selected from R other than AR5 A and B are, independently, ¿O¿, ¿S¿ or ¿NR6 ¿; and a is 0-8; b is 1-10 when Y=S, and 2-10 when Y=0; c is 1-3; d is 0-9; and e is 3-18; which by virtue of their ability to inhibit PLA2, are ofuse as antiinflammatory agents and there is also disclosed a method for the treatment of immunoinflammatory conditions, such as allergy, anaphylaxis, asthma and inflammation in mammals

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The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction.I hope my blog about 14215-68-0 is helpful to your research., SDS of cas: 14215-68-0

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Quantitative estimation of interaction between carbohydrates and concanavalin A by surface plasmon resonance biosensor.

We measured the affinity of more than 20 sugars with concanavalin A (ConA) by an optical biosensor (surface plasmon resonance sensor) using asialofetuin (ASF) as an immobilized binding partner of ConA. We determined kinetic parameters of the effects of sugars on the dissociation of ConA from ASF quantitatively, and the structural requirements of the functional groups of sugars for binding with ConA. We found that the affinity of ConA for sugars is dependent on its conformation induced by interaction with the binding partner. In addition, the results showed that optical biosensor system is well mimics the interaction of ConA with sugars in biomembrane.

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

Effects of various saccharides on cycloinulo-oligosaccharide fructanotransferase reaction: Production of beta-inulotriosyl-alpha-D- mannopyranoside and 1-O-beta-inulotriosyl-alpha-L-sorbopyranose

The effects of various saccharides on the reaction of cycloinulo- oligosaccharide fructanotransferase with cycloinulohexaose were examined. In addition to beta-D-fructofuranosides and methyl alpha-D-glucopyranoside, D-mannose and L-sorbose were found to be effective acceptors in the reactions, and they enhanced the hydrolytic activity as effectively as methyl alpha-D- glucopyranoside. Hetero-tetrasaccharides were isolated as the major transfer products from both reaction mixtures. The isolates were identified by NMR spectroscopy as beta-inulotriosyl-alpha-D-mannopyranoside and 1-O-beta-inulotriosyl- alpha-L-sorbopyranose. Methyl beta-D-glucopyranoside was slightly effective and methyl alpha-D-mannopyranoside was not effective at all as the acceptor, but these saccharides strongly enhanced the hydrolytic activity. D-Glucosamine inhibited the enzyme activity. (C) 2000 Elsevier Science Ltd.

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The rapid and facile synthesis of oxyamine linkers for the preparation of hydrolytically stable glycoconjugates

The synthesis of a number of N-glycosyl-N-alkyl-methoxyamine bifunctional linkers is described. The linkers contain an N-methoxyamine functional group for conjugation to carbohydrates and a terminal group, such as an amine, azide, thiol, or carboxylic acid, for conjugation to the probe of choice. The strategy for the linker synthesis is rapid (3-4 steps) and efficient (51-96% overall yield), and many of the linkers can be synthesized using a three-step one-pot strategy. Moreover, the linkers can be conjugated to glycans in excellent yield and they show excellent stability toward hydrolytic cleavage.

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