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Regio- and stereoselective glucosylation of diols by sucrose phosphorylase using sucrose or glucose 1-phosphate as glucosyl donor

Previously it has been shown that glycerol can be regioselectively glucosylated by sucrose phosphorylase from Leuconostoc mesenteroides to form 2-O-alpha-d-glucopyranosyl-glycerol (Goedl et al., Angew. Chem. Int. Ed. 47 (2008) 10086-10089). A series of compounds related to glycerol were investigated by us to determine the scope of the alpha-glucosylation reaction of sucrose phosphorylase. Both sucrose and glucose 1-phosphate (G1P) were applied as glucosyl donor. Mono-alcohols were not accepted as substrates but several 1,2-diols were readily glucosylated, proving that the vicinal diol unit is crucial for activity. The smallest substrate that was accepted for glucosylation appeared to be ethylene glycol, which was converted to the monoglucoside for 69%. Using high acceptor and donor concentrations (up to 2.5 M), sucrose or G1P hydrolysis (with H2O being the ‘acceptor’) can be minimised. In the study cited above, a preference for glucosylation of glycerol on the 2-position has been observed. For 1,2-propanediol however, the regiochemistry appeared to be dependent on the configuration of the substrate. The (R)-enantiomer was preferentialy glucosylated on its 1-position (ratio 2.5:1), whereas the 2-glucoside is the major product for (S)-1,2-propanediol (1:4.1). d.e. ps of 71-83% were observed with a preference for the (S)-enantiomer of the glucosides of 1,2-propanediol and 1,2-butanediol and the (R)-enantiomer of the glucoside of 3-methoxy-1,2-propanediol. This is the first example of stereoselective glucosylation of a non-natural substrate by sucrose phosphorylase. 3-Amino-1,2-propanediol, 3-chloro-1,2-propanediol, 1-thioglycerol and glyceraldehyde were not accepted as substrates. Generally, the glucoside yield is higher when sucrose is used as a donor rather than G1P, due to the fact that the released phosphate is a stronger inhibitor of the enzyme (in case of G1P) than the released fructose (in case of sucrose). Essentially the same results are obtained with sucrose phosphorylase from Bifidobacterium adolescentis.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.Electric Literature of 4254-15-3. I hope my blog about 4254-15-3 is helpful to your research.

Electric Literature of 4254-15-3, Irreversible inhibitors are therefore the equivalent of poisons in heterogeneous catalysis. 4254-15-3, Name is (S)-Propane-1,2-diol, molecular formula is C3H8O2, belongs to chiral-oxygen-ligands compounds. In a Article£¬once mentioned of 4254-15-3

Synthesis of new chiral ionic liquids from alpha-hydroxycarboxylic acids

New functionalized optically active N-methylimidazolium ionic liquids with an asymmetric center at the beta-position to the imdazole ring were synthesized as bromide salts from optically active alpha-hydroxycarboxylic acids. The bromide anions were exchanged by carboxylate anions with Amberlite IRA 400 ionic exchange resin.

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.Electric Literature of 4254-15-3. I hope my blog about 4254-15-3 is helpful to your research.

Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 4254-15-3! Related Products of 4254-15-3

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Concise synthesis of stagonolide-F by ring closing metathesis approach and its biological evaluation

The first total synthesis of 9-membered macrolide, stagonolide-F (3), starting from commercially available 1,5-pentane diol is reported. A combination of Jacobsen’s hydrolytic kinetic resolution (HKR) and Sharpless epoxidation is used for the creation of two stereogenic centers, while ring-closing metathesis (RCM) strategy was used for the construction of the lactone ring. The molecule synthesized exhibited potent antifungal, antibacterial and cytotoxic activities against all the tested strains.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

The important role of (S)-Propane-1,2-diol

Because enzymes can increase reaction rates by enormous factors and tend to be very specific, Reference of 4254-15-3, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about Reference of 4254-15-3

Reference of 4254-15-3, Irreversible inhibitors are therefore the equivalent of poisons in heterogeneous catalysis. 4254-15-3, Name is (S)-Propane-1,2-diol, molecular formula is C3H8O2, belongs to chiral-oxygen-ligands compounds. In a Article£¬once mentioned of 4254-15-3

Copper-catalyzed cross-coupling of nonactivated secondary alkyl halides and tosylates with secondary alkyl grignard reagents

Practical catalytic cross-coupling of secondary alkyl electrophiles with secondary alkyl nucleophiles under Cu catalysis has been realized. The use of TMEDA and LiOMe is critical for the success of the reaction. This cross-coupling reaction occurs via an SN2 mechanism with inversion of configuration and therefore provides a general approach for the stereocontrolled formation of C-C bonds between two tertiary carbons from chiral secondary alcohols.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

Archives for Chemistry Experiments of (S)-Propane-1,2-diol

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As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. Quality Control of (S)-Propane-1,2-diol, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 4254-15-3

Poly(propylene succinate): A new polymer stereocomplex

Herein we show the formation of a polymer stereocomplex by mixing isotactic, regioregular chains of poly(propylene succinate) synthesized via the copolymerization of cyclic anhydrides and epoxides. The stereocomplex exhibits significantly improved thermal properties in comparison to the enantiopure parent polymers. We demonstrate that stereocomplexation is a route to a new class of semicrystalline polyesters with improved properties, produced from readily accessible starting materials.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

Final Thoughts on Chemistry for C3H8O2

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Synthesis and properties of combinatorial libraries of phosphoramidates

We have assembled a set of combinatorial libraries of phosphoramidates for pharmacological evaluation. A range of functionalized and unfunctionalized diols, representing a variety of diversity elements, were converted into their corresponding dimethoxytrityl H-phosphonate derivatives which were coupled to each other to produce H-phosphonate dimers and trimers. The H-phosphonate diesters were converted into phosphoramidates by reaction with a wide range of primary and secondary amines. Very large libraries (theoretically, in excess of one million compounds) possessing five sites of diversity were generated for use in our drug discovery program. Smaller libraries with lower molecular weights were also prepared in which only two monomeric units were coupled together and converted into their phosphoramidate derivatives. Methods for the attachment of both radioactive and nonradioactive labels, including 32phosphorus, tritium, and fluorescein, have been developed. Representative single sequences were also prepared and their chemical properties studied.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Stereochemistry of Nucleophilic Displacement on Two Phosphoric Monoesters and a Phosphoguanidine: The Role of Metaphosphate

For the role of monomeric metaphosphate and the nature of the transition states in the alcoholysis of phosphoric monoesters to be examined, phenyl <(R)-16O,17O,18O>phosphate and 2,4-dinitrophenyl <(R)-16O,17O,18O>phosphate have been synthesized and the stereochemical course of the methanolysis of phenyl phosphate monoanion and of dinitrophenyl phosphate dianion has been evaluated. <(R)-16O,17O,18O>Phosphocreatine has also been synthesized and the stereochemical course of the methanolysis of this molecule determined.In each case, complete inversion of configuration at phosphorus is observed.It is clear that metaphosphate, if it exists as a true intermediate in these reactions in protic solvent, does not leave the solvent cage in which it is generated.Indeed, product formation occurs more rapidly than rotation of the putative metaphosphate intermediate.These displacements must therefore occur by preassociative mechanisms in which there may be some assistance from the incoming nucleophile.The present results do not allow a distinction to be made between a “preassociative concerted” path (that is, an SN2-like displacement via a very loose transition state) and a “preassociative stepwise” path via a metaphosphate intermediate of very short lifetime.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Synthetic Route of 4254-15-3, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 4254-15-3, molcular formula is C3H8O2, introducing its new discovery.

THIAZOLES AS CANNABINOID RECEPTOR LIGANDS

Disclosed herein are cannabinoid receptor ligands of formula (I) wherein L1, A1, Rlg, z, R2, R3, and R4 are as defined in the specification. Compositions comprising such compounds and methods for treating conditions and disorders using such compounds and compositions are also presented

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

Awesome and Easy Science Experiments about (S)-Propane-1,2-diol

The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic, spectroscopic, and theoretical assessments of solvent structuresyou can also check out more blogs about4254-15-3 . Reference of 4254-15-3

Reference of 4254-15-3, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 4254-15-3, molcular formula is C3H8O2, introducing its new discovery.

Enantioselective oxidation of diols by secondary alcohol dehydrogenase from Geotrichum sp. WF9101

Geotrichum sp. WF9101 could degrade (S)-(+)-1,2-propanediol, (S)-(+)- 1,3-butanediol, and (2S,4S)-(+)-2,4-pentanediol, but not the corresponding enantiomers. An NAD+-linked secondary alcohol dehydrogenase purified from the strain showed the same enantioselective oxidations towards these diols. This enzyme is proposed to be useful for the preparation of (R)-(-)-diols from the racemates of these diols.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

Brief introduction of (S)-Propane-1,2-diol

HPLC of Formula: C3H8O2, Interested yet? Read on for other articles about HPLC of Formula: C3H8O2!

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. HPLC of Formula: C3H8O2, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 4254-15-3, name is (S)-Propane-1,2-diol. In an article£¬Which mentioned a new discovery about 4254-15-3

Triterpenoid saponins from Dianthus chinensis

Four novel triterpenoid saponins, dianchinenosides E, F, G and H have been isolated from the aerial parts of Dianthus chinensis L. Dianchinenosides E and F, G and H are diastereomers with the only difference being in the stereochemistry of the 1,2-propanediol residues esterified to the C-23 of their aglycones. Their structures including the absolute configuration of the 1,2-propanediol fragments were established by spectral and chemical evidence as well as chiral HPLC analysis.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate