Tag: M.W:100-200

Category: benzofurans. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Asymmetric reduction of a variety of ketones with a recombinant carbonyl reductase: identification of the gene encoding a versatile biocatalyst. Author is Ema, Tadashi; Yagasaki, Hideo; Okita, Nobuyasu; Nishikawa, Kumiko; Korenaga, Toshinobu; Sakai, Takashi.

The gene encoding a versatile biocatalyst that shows high enantioselectivity for a variety of ketones, SCR (Saccharomyces cerevisiae carbonyl reductase), has been identified, cloned, and expressed in E. coli. Recombinant E. coli co-producing SCR and GDH (glucose dehydrogenase) is an easy-to-use, synthetically useful biocatalyst, and 8 out of the 16 alcs. obtained had enantiomeric purities of >98% ee.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate(SMILESS: O=C(OCC)C[C@@H](O)CCl,cas:90866-33-4) is researched.Category: benzofurans. The article 《Reductions of keto esters with Baker’s yeast in organic solvents – a comparison with the results in water》 in relation to this compound, is published in Tetrahedron. Let’s take a look at the latest research on this compound (cas:90866-33-4).

The enantiomeric excess in reductions of keto esters with Baker’s yeast (Saccharomyces cerevisiae) can conveniently be altered in organic solvents such as Et2O, PhMe, hexane and EtOAc, when compared to corresponding transformations in water. Thus, while yields were generally lowest in EtOAc, MeCO(CH2)nCO2Et (n = 0, 1) gave nearly quant. yields of (S)-HOCHMe(CH2)nCO2Et in ≤100% e.e. in the other 4 solvents. RCOCH2CO2Et (I; R = ClCH2) gave slightly lower yields of the corresponding (R)-HOCHRCH2CO2Et in all solvents except H2O. The major product isomer and stereoselectivity from I (R= Et, Pr) varied with the solvent.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 6-Fluoronicotinonitrile(SMILESS: N#CC1=CC=C(F)N=C1,cas:3939-12-6) is researched.COA of Formula: C6H4O3. The article 《Arylation, Vinylation, and Alkynylation of Electron-Deficient (Hetero)arenes Using Iodonium Salts》 in relation to this compound, is published in Organic Letters. Let’s take a look at the latest research on this compound (cas:3939-12-6).

Arylation, vinylation, and alkynylation of electron-deficient arenes and heteroarenes have been achieved by chemoselective C-H zincation followed by copper-catalyzed coupling reactions using iodonium salts. This approach offers a direct and general access to a wide scope of (hetero)biaryls as well as alkenylated and alkynylated heteroarenes under mild conditions. It is particularly useful and valuable for the rapid and modular synthesis of diverse (hetero)aryl compounds, as demonstrated in the synthesis of transient receptor potential vanilloid 1 (TRPV1) antagonists and angiotensin II receptor type 1 (AT1 receptor) antagonists.

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Dong, Guoqiang; Chen, Wei; Wang, Xia; Yang, Xinglin; Xu, Tianying; Wang, Pei; Zhang, Wannian; Rao, Yu; Miao, Chaoyu; Sheng, Chunquan published an article about the compound: 6-Fluoronicotinonitrile( cas:3939-12-6,SMILESS:N#CC1=CC=C(F)N=C1 ).Related Products of 3939-12-6. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3939-12-6) through the article.

Cancer metabolism and epigenetics are among the most intensely pursued research areas in anticancer drug discovery. Here we report the first small mols. that simultaneously inhibit nicotinamide phosphoribosyltransferase (NAMPT)and histone deacetylase (HDAC), two important targets of cancer metabolism and epigenetics, resp. Through iterative structure-based drug design, chem. synthesis, and biol. assays, a highly potent dual NAMPT and HDAC inhibitor was successfully identified. Compound 35 possessed excellent and balanced activities against both NAMPT (IC50 = 31 nM) and HDAC1 (IC50 = 55 nM). It could effectively induce cell apoptosis and autophagy and ultimately led to cell death. Importantly, compound 35 showed excellent in vivo antitumor efficacy in the HCT116 xenograft model. This proof-of-concept study demonstrates the feasibility of discovering an inhibitor targeting cancer metabolism and epigenetics and provides an efficient strategy for multitarget antitumor drug discovery.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Tetrahedron Letters called A practical asymmetric synthesis of carnitine, Author is Kitamura, M.; Ohkuma, T.; Takaya, H.; Noyori, R., which mentions a compound: 90866-33-4, SMILESS is O=C(OCC)C[C@@H](O)CCl, Molecular C6H11ClO3, Name: (R)-Ethyl 4-chloro-3-hydroxybutanoate.

The asym. hydrogenation of ClCH2COCH2CO2Et (I) catalyzed by Ru(OAc)2[(S)-binap] [binap = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl] gave 97% (R)-ClCH2CH(OH)CH2CO2Et [(R)-II] with 97% enantiomeric excess. (R)-II can be converted to (R)-carnitine (III) by standard methods. The asym. hydrogenation of I catalyzed by Ru(OAc)2[(R)-binap] gave (S)-II.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Journal of Biotechnology called Effective biosynthesis of ethyl (R)-4-chloro-3-hydroxybutanoate by supplementation of L-glutamine, D-xylose and β-cyclodextrin in n-butyl acetate-water media, Author is He, Yu-Cai; Tao, Zhi-Cheng; Ding, Yun; Zhang, Dan-Ping; Wu, Yin-Qin; Lu, Yun; Liu, Feng; Xue, Yu-Feng; Wang, Cheng; Xu, Jian-He, which mentions a compound: 90866-33-4, SMILESS is O=C(OCC)C[C@@H](O)CCl, Molecular C6H11ClO3, Application of 90866-33-4.

To avoid adding NAD+ and effectively transform Et 4-chloro-3-oxobutanoate, the mixture of L-glutamine (200 mM) and D-xylose (250 mM) was added into in Bu acetate-water (10:90, volume/volume) biphasic system instead of NAD+ for increasing the biocatalytic efficiency. To further improve the synthesis of optically pure Et (R)-4-chloro-3-hydroxybutanoate (>99% ee), β-cyclodextrin was also added into this reaction media, and Et (R)-4-chloro-3-hydroxybutanoate (>99% ee) could be effectively synthesized from 800 mM Et 4-chloro-3-oxobutanoate in the yield of 100% by whole-cells of recombinant Escherichia coli CCZU-A13. Finally, the possible mechanism for improving the reductase activity by supplementation of L-glutamine, D-xylose and β-CD was proposed. In conclusion, this strategy has high potential for the effective biosynthesis of Et (R)-4-chloro-3-hydroxybutanoate (>99% ee).

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Benzofuran – Wikipedia,
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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: 3939-12-6, is researched, SMILESS is N#CC1=CC=C(F)N=C1, Molecular C6H3FN2Journal, Article, Chemistry – A European Journal called Radical C-H Trifluoromethoxylation of (Hetero)arenes with Bis(trifluoromethyl)peroxide, Author is Dix, Stefan; Golz, Paul; Schmid, Jonas R.; Riedel, Sebastian; Hopkinson, Matthew N., the main research direction is trifluoromethoxylated hetero arene preparation; bis trifluoromethyl peroxide hetero arene radical CH trifluoromethoxylation photochem; (hetero)arenes; TEMPO; fluorine; photocatalysis; trifluoromethoxylation.HPLC of Formula: 3939-12-6.

Herein, bis(trifluoromethyl)peroxide (BTMP, CF3OOCF3) as a practical and efficient trifluoromethoxylating reagent, which easily accessible from inexpensive bulk chems. was introduced. Using either visible light photoredox or TEMPO catalysis, trifluoromethoxylated arenes could be prepared in good yields under mild conditions directly from unactivated aromatics Moreover, TEMPO catalysis allowed for the one-step synthesis of valuable pyridine derivatives, which was previously prepared via multi-step approaches.

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Purification and characterization of a novel carbonyl reductase with high stereo-selectivity.Recommanded Product: 90866-33-4.

A novel NADPH dependent carbonyl reductase was separated from Candida parapsilosis CCTCC 203011. The enzyme gave a single band on SDS-PAGE, which was purified through ammonium sulfate, DEAE Sepharose FF, Phenyl-Sepharose FF and Blue Sepharose FF chromatog. from cell-free extract The mol. mass of the enzyme was about 30 kD. The optimum pH and temperature for reduction were 4.5 and 35°C, resp. The Cu2+ had strong restrictive effect on enzyme activity. In addition, the carbonyl reductase was an enzyme with high substrate specificity and stereo-selectivity, and showed high asym. reduction activity toward α-hydroxyacetophenone and Et 4-chloroacetoacetate. For the asym. reduction of α-hydroxyacetophenone and Et 4-chloroacetoacetate, (S)-1-phenyl-1,2-ethanediol and (R)-Et 4-chloro-3-hydroxybutanoate were produced by the purified enzyme, with the 100% and 94.3% e.e value, resp. So the enzyme could be one of the effective biocatalysts for asym. synthesis of chiral alcs. The amino acid sequences of one peptide from the purified enzyme were analyzed by LC-MASS-MASS, and the carbonyl reductase showed some identity to the hypothetical protein CaO19.10414 reported.

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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.Synthetic Route of C6H11ClO3.Jung, Jihye; Park, Hyun Joo; Uhm, Ki-Nam; Kim, Dooil; Kim, Hyung-Kwoun published the article 《Asymmetric synthesis of (S)-ethyl-4-chloro-3-hydroxy butanoate using a Saccharomyces cerevisiae reductase: Enantioselectivity and enzyme-substrate docking studies》 about this compound( cas:90866-33-4 ) in Biochimica et Biophysica Acta, Proteins and Proteomics. Keywords: ethylchlorohydroxy butanoate Saccharomyces reductase enantioselectivity. Let’s learn more about this compound (cas:90866-33-4).

Et (S)-4-chloro-3-hydroxy butanoate (ECHB) is a building block for the synthesis of hypercholesterolemia drugs. In this study, various microbial reductases have been cloned and expressed in Escherichia coli. Their reductase activities toward ethyl-4-chloro oxobutanoate (ECOB) have been assayed. Amidst them, Baker’s yeast YDL124W, YOR120W, and YOL151W reductases showed high activities. YDL124W produced (S)-ECHB exclusively, whereas YOR120W and YOL151W made (R)-form alc. The homol. models and docking models with ECOB and NADPH elucidated their substrate specificities and enantioselectivities. A glucose dehydrogenase-coupling reaction was used as NADPH recycling system to perform continuously the reduction reaction. Recombinant E. coli cell co-expressing YDL124W and Bacillus subtilis glucose dehydrogenase produced (S)-ECHB exclusively.

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate(SMILESS: O=C(OCC)C[C@@H](O)CCl,cas:90866-33-4) is researched.Safety of Tri-n-octylphosphine Oxide. The article 《Yeast catalyzed reduction of β-keto esters (1): Factors affecting whole-cell catalytic activity and stereoselectivity》 in relation to this compound, is published in Biocatalysis and Biotransformation. Let’s take a look at the latest research on this compound (cas:90866-33-4).

Six yeasts were studied for their ability to reduce Et 4-chloroacetoacetate (Et 4-chloro-3-oxobutanoate) stereoselectively. Five species reduced the substrate to Et (S)-4-chloro-3-hydroxybutanoate of high (92-99%) optical purity. With glucose-grown cells, substrate reduction could only be demonstrated when growth was oxygen-limited, whereas xylose-grown Pichia capsulata could be grown under conditions of oxygen excess without losing its reducing ability. Zygosaccharomyces rouxii exhibited high enantioselectivity (≥98% ee (S)-enantiomer) under all conditions tested, while in P. capsulata, a novel switch was observed from producing mainly the (S)-enantiomer using glucose as co-substrate to producing mainly the (R)-enantiomer using 2-propanol as co-substrate. This switch was correlated with a change in reduction predominantly from an NADPH-dependent dehydrogenase system to an NADH-dependent system. In the production of Et (R)-4-chloro-3-hydroxybutanoate with P. capsulata, the enantioselectivity was also found to depend upon growth conditions. With glucose-grown cells, higher enantioselectivity was observed using cells harvested in stationary phase (93-94% ee) compared with cells harvested in exponential phase (43-60% ee). Growing P. capsulata with xylose rather than glucose as the major source of carbon for growth resulted in an eight-fold increase in the specific rate of Et (R)-4-chloro-3-hydroxybutanoate production using 2-propanol as co-substrate, although enantioselectivity was slightly reduced (65-81% ee) compared with the maximum achieved with glucose-grown cells. The effect of growth on xylose could also be correlated with enhanced activity of an NADH-dependent (R)-selective dehydrogenase system.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem