Category: 90866-33-4

Name: (R)-Ethyl 4-chloro-3-hydroxybutanoate. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Asymmetric reduction of ethyl 4-chloroacetoacetate to R-(+)-4-chloro-3-hydroxybutyrate by recombinant Escherichia coli strains. Author is Jing, Li; Lin, Jianping; Xu, Zhinan; Tan, Tianwei; Cen, Peilin.

NADP-dependent aldehyde reductase gene ALR and glucose-6-phosphate dehydrogenase gene gdh223 were cloned from Sporobolomyces salmonicolor and Bacillus megaterium ZJU0310 resp. in Escherichia coli. The recombinant E. coli M15 (pQE30-ALRgdh223) strain was and optimized by investigating the effects of the time of adding isopropylthiogalactoside (IPTG), IPTG concentration and temperature on enzyme activity. Experiment results showed that optimized conditions were IPTG concentration 0.4 mmol/L, 32 °C, 8 h. Under optimized conditions, 5.27 U/mg-protein of enzyme activity was obtained after 8 h cultivation. The asym. reduction of Et 4-chloroacetoacetate to R-(+)-4-chloro-3-hydroxybutyrate was carried out and it was found that the recombinant Escherichia Coli strain could regenerate coenzymes and increase ee. When reaction temperature was increased, product yield was increased, but over 32 °C, product yield was decreased. The reactant had an inhibiting effect on the reaction. The inhibition could be weakened and product yield could be increased by a fed-batch approach.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Scalable biocatalytic synthesis of optically pure ethyl (R)-2-hydroxy-4-phenylbutyrate using a recombinant E. coli with high catalyst yield, published in 2013-12-31, which mentions a compound: 90866-33-4, mainly applied to Escherichia whole cell carbonyl reductase glucose dehydrogenase asym reduction; (R)-2-hydroxy-4-phenylbutanoate; Asymmetric reduction; Biocatalysis; Carbonyl reductase; Coexpression, Application of 90866-33-4.

Et (R)-2-hydroxy-4-phenylbutanoate [(R)-HPBE] is a versatile and important chiral intermediate for the synthesis of angiotensin-converting enzyme (ACE) inhibitors. Recombinant E. coli strain coexpressing a novel NADPH-dependent carbonyl reductase gene iolS and glucose dehydrogenase gene gdh from Bacillus subtilis showed excellent catalytic activity in (R)-HPBE production by asym. reduction IolS exhibited high stereoselectivity (>98.5% ee) toward α-ketoesters substrates, whereas fluctuant ee values (53.2-99.5%) for β-ketoesters with different halogen substitution groups. Strategies including aqueous/organic biphasic system and substrate fed-batch were adopted to improve the biocatalytic process. In a 1-L aqueous/octanol biphasic reaction system, (R)-HPBE was produced in 99.5% ee with an exceptional catalyst yield (gproduct/gcatalyst) of 31.7 via bioreduction of Et 2-oxo-4-phenylbutyrate (OPBE) at 330 g/L.

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Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Stereochemical control of microbial reduction. 17. A method for controlling the enantioselectivity of reductions with bakers’ yeast. Author is Nakamura, Kaoru; Kawai, Yasushi; Nakajima, Nobuyoshi; Ohno, Atsuyoshi.

The stereoselectivity of the bakers’ yeast-catalyzed reduction of β-keto esters to optically active β-hydroxy esters can be controlled by introducing a 3rd reagent. To gain insight into the mechanism of this enzymic reduction, β-hydroxy ester reductases were isolated from bakers’ yeast. Four dominant competing enzymes were isolated, purified, and characterized. Among these, 2 reduced β-keto esters stereospecifically to the corresponding D-β-hydroxy esters. The other 2 afforded the L-hydroxy esters. The rates of enzymic reduction were determined in the presence and absence of the additives.

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Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Stereospecific Reduction of Methyl O-Chlorobenzoylformate at 300 g/L-1 without Additional Cofactor using a Carbonyl Reductase Mined from Candida glabrata. Author is Ma, Hongmin; Yang, Linlin; Ni, Yan; Zhang, Jie; Li, Chun-Xiu; Zheng, Gao-Wei; Yang, Huaiyu; Xu, Jian-He.

In order to search for oxidoreductases suitable for the preparation of Me (R)-O-chloromandelate [(R)-CMM], the key intermediate for clopidogrel, the homologous proteins of Gre2p were expressed in Escherichia coli, among which CgKR1 showed the most satisfactory activity and stereoselectivity towards Me o-chlorobenzoylformate (CBFM). Using the crude enzyme of CgKR1 and glucose dehydrogenase (GDH), as much as 300 g/L-1 of CBFM was almost stoichiometrically converted to (R)-CMM with excellent enantiomeric excess (98.7% ee). More importantly, the reaction could be performed without external addition of an expensive cofactor. The substrate profile indicates that keto esters serve as the most suitable substrate, which was confirmed by gram-scale preparations Homol. modeling and docking anal. revealed the mol. basis for the high stereoselectivity of CgKR1. These demonstrate not only the feasibility of in silico mining of novel enzymes based on sequence homol. but also the applicability of this new reductase for the practical production of optically active (R)-CMM.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 90866-33-4, is researched, Molecular C6H11ClO3, about Chiral alcohol synthesis with yeast carbonyl reductases, the main research direction is chlorohydroxybutanoate asym preparation carbonyl reductase; asym reduction chloroacetoacetate carbonyl reductase; aldehyde reductase asym reduction chloroacetoacetate; alc chiral asym preparation reductase.HPLC of Formula: 90866-33-4.

Synthesis of chiral alcs., (R)- and (S)-Et 4-chloro-3-hydroxybutanoate (CHBE), was performed by enzymic asym. reduction of Et 4-chloroacetoacetate (CAAE). The enzymes reducing CAAE to (R)- and (S)-CHBE were found to be produced by Sporobolomyces salmonicolor and Candida magnoliae, resp. The enzyme of S. salmonicolor is a novel NADPH-dependent aldehyde reductase (AR) belonging to the aldo-keto reductase superfamily. The C. magnoliae enzyme also seems to be a novel NADPH-dependent carbonyl reductase. When AR-overproducing Escherichia coli transformant cells or C. magnoliae cells were incubated in an organic solvent-water two-phase system, 300 or 90 mg/mL of CAAE was almost stoichiometrically converted to (R)- or (S)-CHBE (>92% e.e.), resp.

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COA of Formula: C6H11ClO3. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Preparation of ethyl (R)-3-hydroxy-4-chlorobutyrate by selective reduction of (R)-4-(trichloromethyl)-oxetan-2-one: key intermediate to (R)-carnitine and (R)-4-Amino-3-hydroxybutyric acid. Author is Song, Choong Eui; Lee, Jae Kyun; Kim, In O.; Choi, Jung Hoon.

Selective reduction of (R)-4-trichloromethyloxetan-2-one in ethanol by catalytic hydrogenation on Pd-C in the presence of KOAc gave directly Et (R)-3-hydroxy-4-chlorobutyrate (I). I can be used as a key intermediate for the synthesis of some biol. active γ-amino-β-hydroxyacids, such as (R)-carnitine and (R)-4-amino-3-hydroxybutyric acid.

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 90866-33-4, is researched, SMILESS is O=C(OCC)C[C@@H](O)CCl, Molecular C6H11ClO3Journal, Evaluation Study, Article, Research Support, Non-U.S. Gov’t, Journal of Industrial Microbiology & Biotechnology called Bioconversion of ethyl 4-chloro-3-oxobutanoate by permeabilized fresh brewer’s yeast cells in the presence of allyl bromide, Author is Yu, Ming-An; Wei, Yu-Meng; Zhao, Ling; Jiang, Lan; Zhu, Xiao-bing; Qi, Wei, the main research direction is brewers yeast reduction permeabilized.Computed Properties of C6H11ClO3.

Ethyl(R)-4-chloro-3-hydroxybutanoate ((R)-CHBE) was obtained by cetyltrimetylammonium bromide (CTAB) permeabilized fresh brewer’s yeast whole cells bioconversion of Et 4-chloro-3-oxobutanoate (COBE ) in the presence of allyl bromide. The results showed that the activities of alc. dehydrogenase (ADH) and glucose-6-phosphate dehydrogenase (G6PDH) in CTAB permeabilized brewer’s yeast cells increased 525 and 7.9-fold, resp., compared with that in the nonpermeabilized cells and had high enantioselectivity to convert COBE to (R)-CHBE. As one of co-substrates, glucose-6-phosphate was preprepared using glucose phosphorylation by hexokinase-catalyzed of CTAB permeabilized brewer’s yeast cells. In a two phase reaction system with Bu acetate as organic solvent and with 2-propanol and glucose-6-phosphate as co-substrates, the highest (R)-CHBE concentration of 447 mM was obtained with 110-130 g/l of the CTAB permeabilized cells at optimized pH, temperature, feeding rate and the shake speed of 125 r/min. The yield and enantiomeric excess (ee) of (R)-CHBE reached 99.5 and 99%, resp., within 6 h.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Short synthesis of (R)- and (S)-4-amino-3-hydroxybutyric acid (GABOB), published in 2005-03-07, which mentions a compound: 90866-33-4, Name is (R)-Ethyl 4-chloro-3-hydroxybutanoate, Molecular C6H11ClO3, Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

A simple and stereospecific synthesis of both (R)- and (S)-GABOB has been developed. The synthetic approach involves the conversion, through organoselenium intermediates, of com. available Et (R)- and (S)-4-chloro-3-hydroxybutyrate into a protected 1,2-amino alc. with retention of the original configuration.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Jing, Keju; Xu, Zhinan; Liu, Ying; Jiang, Xiaoxia; Peng, Li; Cen, Peilin researched the compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ).Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate.They published the article 《Efficient production of recombinant aldehyde reductase and its application for asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate》 about this compound( cas:90866-33-4 ) in Preparative Biochemistry & Biotechnology. Keywords: recombinant aldehyde reductase asym reduction. We’ll tell you more about this compound (cas:90866-33-4).

An NADPH-dependent aldehyde reductase (ALR, EC1.1.1.2) gene is cloned from Sporobolomyces salmonicolor ZJUB 105, and inserted into plasmid pQE30 to construct the expression plasmid (pQE30-ALR). A variety of E. coli strains were employed as hosts to obtain transformants with pQE30-ALR, resp. Among these different types of transformants, the highest enzyme activity of ALR can be produced with E. coli M15 (pQE30-ALR). The bioactivity of ALR could be further improved significantly by the optimization of induction conditions. The results showed that the enzyme activity of ALR reached 6.48 U/mg protein, which is fifteen times higher than that of S. salmonicolor ZJUB 105. This recombinant strain was applied to the asym. reduction of Et 4-chloro-3-oxobutanoate (COBE) to Et (R)-4-chloro-3- hydroxybutanoate (CHBE). The results showed that the yield and optical purity of (R)-CHBE reached 98.5% and 99% e.e. (enantiomeric excess), resp.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ) is researched.Related Products of 90866-33-4.Ni, Yan; Li, Chun-Xiu; Ma, Hong-Min; Zhang, Jie; Xu, Jian-He published the article 《Biocatalytic properties of a recombinant aldo-keto reductase with broad substrate spectrum and excellent stereoselectivity》 about this compound( cas:90866-33-4 ) in Applied Microbiology and Biotechnology. Keywords: biocatalysis aldo keto reductase substrate spectrum enantiomer stereoselectivity. Let’s learn more about this compound (cas:90866-33-4).

In the screening of 11 E. coli strains overexpressing recombinant oxidoreductases from Bacillus sp. ECU0013, an NADPH-dependent aldo-keto reductase (YtbE) was identified with capability of producing chiral alcs. The protein (YtbE) was overexpressed, purified to homogeneity, and characterized of biocatalytic properties. The purified enzyme exhibited the highest activity at 50°C and optimal pH at 6.5. YtbE served as a versatile reductase showing a broad substrate spectrum towards different aromatic ketones and keto esters. Furthermore, a variety of carbonyl substrates were asym. reduced by the purified enzyme with an addnl. coupled NADPH regeneration system. The reduction system exhibited excellent enantioselectivity (>99% ee) in the reduction of all the aromatic ketones and high to moderate enantioselectivity in the reduction of α-keto esters and β-keto esters. Among the ketones tested, Et 4,4,4-trifluoroacetoacetate was found to be reduced to Et (R)-4,4,4-trifluoro-3-hydroxy butanoate, an important pharmaceutical intermediate, in excellent optical purity. To the best of our knowledge, this is the first report of ytbE gene-encoding recombinant aldo-keto reductase from Bacillus sp. used as biocatalyst for stereoselective reduction of carbonyl compounds This study provides a useful guidance for further application of this enzyme in the asym. synthesis of chiral alc. enantiomers.

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