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Rhodotorula minuta-mediated bioreduction of 1,2-diketones

The reduction of cyclic and acyclic 1,2-diketones was investigated by employing whole cells of the yeast Rhodotorula minuta as biocatalyst. The reactions showed a variable degree of regio- and enantioselectivity depending on the nature of the substrate. In the case of cyclic diketones, the reduction afforded a mixture of diastereomeric diols only. The reduction of acyclic diketones allowed production of both the hydroxy ketone and the diol, in a two-step reaction. The first step was highly regio- and stereoselective, affording the hydroxy ketone of (S)-configuration with high enantiomeric excess. After longer reaction times the corresponding (S,S)-diols were obtained in high yield and diastereomeric excess.

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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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Quinazoline compound and anti-tumor agent containing said compound as an active ingredient

A quinazoline compound of the formula (I): STR1 wherein Z means a group of the formula: STR2 (X is CH2, CHOH, CHOCH3, or O, and n is 1 to 3), or a group of the formula: STR3 (A is H or CH3, and B is –CH2 OH, or ethyl having 1 or 2 OH, or propyl having 2 or 3 OH), or a salt thereof, which are useful as anti-tumor agent, and a pharmaceutical composition containing the compound as an active ingredient.

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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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Asymmetric Induction by a Nitrogen14N/15N Isotopomer in Conjunction with Asymmetric Autocatalysis

Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen isotopes, is usually not considered a source of chirality in a chemical reaction. An N2,N2,N3,N3-tetramethyl-2,3-butanediamine containing nitrogen (14N/15N) isotope chirality was synthesized and it was revealed that this isotopically chiral diamine compound acts as a chiral initiator for asymmetric autocatalysis.

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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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Identification and characterization of a mycobacterial NAD+-dependent alcohol dehydrogenase with superior reduction of diacetyl to (S)-acetoin

An enzyme capable of reducing acetoin in the presence of NADH was purified from Mycobacterium sp. B-009, a non-clinical bacterial strain of soil origin. The enzyme is a homotetramer and can be classified as a medium-chain alcohol dehydrogenase/ reductase based on the molecular weight of the monomer. Identification of the structural gene revealed a limited distribution of homologous genes only among actinomycetes. In addition to its activity as a reductase specific for (S)-acetoin (EC 1.1.1.76), the enzyme showed both diacetyl reductase (EC 1.1.1.304) and NAD+ -dependent alcohol dehydrogenase (EC 1.1.1.1) activities. (S)-Acetoin and diacetyl reductases belong to a group of short-chain alcohol dehydrogenase/reductases but do not have superior abilities to dehydrogenate monoalcohols. Thus, the purified enzyme can be readily distinguished from other enzymes. We used the dual functionality of the enzyme to effectively reduce diacetyl to (S)-acetoin, coupled with the oxidation of 1-butanol.

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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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Conversion of meso-2,3-Butanediol into 2-Butanol by Lactobacilli. Stereochemical and Enzymatic Aspects

A number of strains of Lactobacillus spp. from foods were screened for their ability to convert meso-2,3-butanediol into 2-butanol. Only three strains of L. brevis transformed the meso-diol into the secondary alcohol. These strains as well as the others unable to metabolize meso-2,3-butanediol exhibited the capacity to hydrogenate 2-butanone to 2-butanol. In both types of lactobacilli, an inverse relationship was observed between the diol or ketone concentration and the abundance of the R form of 2-butanol. This fact has been interpreted in terms of a co-occurrence of two dehydrogenases, both acting on the ketone with different kinetic parameters and opposite enantioselectivities. These results represent a further support to the assumption that 2-butanol present in distillates originates from the enzymatic activity of lactobacilli growing on mashes and give the most likely explanation of the enantiomeric excess of (R)-2-butanol generally found in distillates.

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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 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 about19132-06-0 . Quality Control of (2S,3S)-Butane-2,3-diol

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Enantioselective synthesis of dimethyl 3,4-diphenyladipate by electroreductive hydrocoupling of chiral N-trans-cinnamoyl-2-oxazolidones

Dimethyl (3R,4R)- and (3S,4S)-diphenyladipate were synthesized enantioselectively by electroreductive intermolecular hydrocoupling of chiral N-trans-cinnamoyl-2-oxazolidones and subsequent methanolysis.

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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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Tetrahydrofuran antifungals

A compound represented by the formula I STR1 wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R1 is a straight or branched chain (C3 to C8) alkyl group substituted by one or two groups convertible in vivo into hydroxy moieties, (e.g., a polyether ester, amino acid ester or phosphate ester) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.

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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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Sorption and selective chromatographic properties of isomer-selective composite sorbent based on a eutectic mixture of nematic liquid crystals and perbenzoylated beta-cyclodextrin

Mesomorphic, sorption, and selective properties of a three-component sorbent based on a mixture of nematic (N) liquid crystals of 4-methoxy-4?-ethoxyazoxybenzene (MEAB) and 4,4?-diethoxyazoxybenzene (azoxyphenetol, AOP) of an eutectic composition and heptakis-(2,3,6-tri-O-benzoyl)-beta-cyclodextrin (Bz-beta-CD) are studied. For 30 organic compounds of different classes with linear and cyclic molecular structures, including optical isomers of limonene, pinene, camphene, and butanediol-2,3, thermodynamic functions are determined for their gas-phase sorption using a three-component MEAB-AOP-Bz-beta- CD sorbent (62: 28: 10 wt %). It is found that the investigated sorbent possesses high structural selectivity (alphap/m = 1.128-1.059, 100-130C, N) and moderate enantioselectivity (1.07-1.02) within a broad temperature range (95-170C) including both mesomorphic and isotropic phases of the sorbent. It is shown that the enantioselectivity of the sorbent is apparent under conditions of both increasing retention when a chiral Bz-beta-CD additive is introduced into the MEAB-AOP system (limonenes, pinenes, camphenes) and decreasing retention (butanediols-2,3).

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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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Stereospecific conversion of chiral 1,2-cyclic sulfates to chiral imidazolines

The one pot preparation of imidazolines from 1,2-cyclic sulfates is reported. Amidines react with cyclic sulfates to give zwitterionic intermediates, and subsequent intramolecular cyclization affords imidazolines. The preparation of enantiopure stilbene diamine (stien) is achieved by the hydrolysis of its corresponding chiral imidazoline.

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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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Photochemical Reaction Mechanism of beta,gamma-Unsaturated Ketones. The 1,3-Acetyl Shift in Cyclopent-2-enyl Methyl Ketones

The topological course of photochemical 1,3-acetyl shift in (R)-(+)-cyclopent-2-enyl methyl ketones and the kinetics of the processes deactivating the fluorescent S1(n,?*) state have been studied.The reaction is shown to proceed in a predominantly suprafacial manner to form the rearranged (S)-(-)-isomer.Independent of the temperature in the range of -45 to 50 deg C, an upper limit of only about 20percent of the reaction occurs with racemization.These results, in conjunction with those of a previous CIDNP study, are explained by a mechanism in which the 1,3-acetyl shift proceeds at least in part via a radical pair by alpha-cleavage from the S1(n,?*) and T2(n,?*) excited states.The dominating reaction throughout the temperature range studied is, however, from S1, either concerted or via the radical pair, even though the proportion of the T2 radical cleavage increases with decreasing temperature.A combination of fluorescence lifetime and reaction quantum yield studies as a function of temperature and solvent polarity disclosed two thermal activation barriers deactivating S1(n,?*), the larger one of which is shown to be associated with the 1,3 shift.The results of semiempirical calculations of the electronic structures of the excited states of 1,2-dimethylcyclopent-2-enyl methyl ketone at or very near to the equilibrium geometry were in full accord with the stereochemistry- and multiplicity-dependent mechanistic scheme.

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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