Tag: M.W=0-100

Weil, Tatjana; Kirupakaran, Abbna; Le, My-Hue; Rebmann, Philipp; Mieres-Perez, Joel; Issmail, Leila; Conzelmann, Carina; Mueller, Janis A.; Rauch, Lena; Gilg, Andrea; Wettstein, Lukas; Gross, Ruediger; Read, Clarissa; Bergner, Tim; Palsson, Sandra Axberg; Uhlig, Nadja; Eberlein, Valentina; Woell, Heike; Klaerner, Frank-Gerrit; Stenger, Steffen; Kuemmerer, Beate M.; Streeck, Hendrik; Fois, Giorgio; Frick, Manfred; Braubach, Peter; Spetz, Anna-Lena; Grunwald, Thomas; Shorter, James; Sanchez-Garcia, Elsa; Schrader, Thomas; Muench, Jan published the artcile< Advanced Molecular Tweezers with Lipid Anchors against SARS-CoV-2 and Other Respiratory Viruses>, Application of C4H8O, the main research area is mol tweezer corona virus disease antiviral.

The COVID-19 pandemic caused by SARS-CoV-2 presents a global health emergency. Therapeutic options against SARS-CoV-2 are still very limited but urgently required. Mol. tweezers are supramol. agents that destabilize the envelope of viruses resulting in a loss of viral infectivity. Here, we show that first-generation tweezers, I and II, disrupt the SARS-CoV-2 envelope and abrogate viral infectivity. To increase the antiviral activity, a series of 34 advanced mol. tweezers were synthesized by insertion of aliphatic or aromatic ester groups on the phosphate moieties of the parent mol. I. A structure activity relationship study enabled the identification of tweezers with a markedly enhanced ability to destroy lipid bilayers and to suppress SARS-CoV-2 infection. Selected tweezer derivatives retain activity in airway mucus and inactivate the SARS-CoV-2 wildtype and variants of concern as well as respiratory syncytial, influenza, and measles viruses. Moreover, inhibitory activity of advanced tweezers against respiratory syncytial virus and SARS-CoV-2 was confirmed in mice. Thus, potentiated tweezers are broad-spectrum antiviral agents with great prospects for clin. development to combat highly pathogenic viruses.

JACS Au published new progress about Anticoronaviral agents. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kandala, Divya T.; Del Piano, Alessia; Minati, Luca; Clamer, Massimiliano published the artcile< Targeting Translation Activity at the Ribosome Interface with UV-Active Small Molecules>, SDS of cas: 25055-82-7, the main research area is targeting translation ribosome interface UV small mol.

Puromycin is a well-known antibiotic that is used to study the mechanism of protein synthesis and to monitor ribosome activity due to its incorporation into nascent peptide chains. However, puromycin effects outside the ribosome catalytic core remain unexplored. Here, we developed two analogs (3PB and 3PC) of the 3′-end of tyrosylated-tRNA that can efficiently interact with several proteins associated with ribosomes. We biochem. characterized the binding of these analogs and globally mapped the direct small mol.-proteins interactions in living cells using clickable and photoreactive puromycin-like probes in combination with in-depth mass spectrometry. We identified a list of proteins targeted by the mols. during ribosome activity (e.g. GRP78) and we addressed possible uses of the probes to sense the activity of protein synthesis and to capture associated RNA. By coupling genome-wide RNA sequencing methods with these mols., the characterization of unexplored translational control mechanisms will be feasible.

ACS Omega published new progress about Animal gene, GRP78 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 25055-82-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8N2O, SDS of cas: 25055-82-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kim, Taeho; Stogios, Peter J.; Khusnutdinova, Anna N.; Nemr, Kayla; Skarina, Tatiana; Flick, Robert; Joo, Jeong Chan; Mahadevan, Radhakrishnan; Savchenko, Alexei; Yakunin, Alexander F. published the artcile< Rational engineering of 2-deoxyribose-5-phosphate aldolases for the biosynthesis of (R)-1,3-butanediol>, Name: (R)-Butane-1,3-diol, the main research area is engineering deoxyribosephosphate aldolase Bacillus crystal structure butanediol; 1,3-butanediol; 2-deoxyribose-5-phosphate aldolase (DERA); BH1352; Escherichia coli (E. coli); acetaldehyde condensation; aldo-keto reductase; biotechnology; crystal structure; protein engineering; site-directed mutagenesis.

Carbon-carbon bond formation is one of the most important reactions in biocatalysis and organic chem. In nature, aldolases catalyze the reversible stereoselective aldol addition between two carbonyl compounds, making them attractive catalysts for the synthesis of various chems. In this work, we identified several 2-deoxyribose-5-phosphate aldolases (DERAs) having acetaldehyde condensation activity, which can be used for the biosynthesis of (R)-1,3-butanediol (1,3BDO) in combination with aldo-keto reductases (AKRs). Enzymic screening of 20 purified DERAs revealed the presence of significant acetaldehyde condensation activity in 12 of the enzymes, with the highest activities in BH1352 from Bacillus halodurans, TM1559 from Thermotoga maritima, and DeoC from Escherichia coli. The crystal structures of BH1352 and TM1559 at 1.40-2.50 Å resolution are the first full-length DERA structures revealing the presence of the C-terminal Tyr (Tyr224 in BH1352). The results from structure-based site-directed mutagenesis of BH1352 indicated a key role for the catalytic Lys155 and other active-site residues in the 2-deoxyribose-5-phosphate cleavage and acetaldehyde condensation reactions. These experiments also revealed a 2.5-fold increase in acetaldehyde transformation to 1,3BDO (in combination with AKR) in the BH1352 F160Y and F160Y/M173I variants. The replacement of the WT BH1352 by the F160Y or F160Y/M173I variants in E. coli cells expressing the DERA + AKR pathway increased the production of 1,3BDO from glucose five and six times, resp. Thus, our work provides detailed insights into the mol. mechanisms of substrate selectivity and activity of DERAs and identifies two DERA variants with enhanced activity for in vitro and in vivo 1,3BDO biosynthesis.

Journal of Biological Chemistry published new progress about Bacillus halodurans (source of 2-deoxyribose-5-phosphate aldolase BH1352). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Name: (R)-Butane-1,3-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Loro, Camilla; Oble, Julie; Foschi, Francesca; Papis, Marta; Beccalli, Egle M.; Giofre, Sabrina; Poli, Giovanni; Broggini, Gianluigi published the artcile< Acid-mediated decarboxylative C-H coupling between arenes and O-allyl carbamates>, SDS of cas: 627-27-0, the main research area is aryl propanamine preparation; diaryl propane preparation; indane preparation; allyl tosyl carbamate arene decarboxylative coupling acid catalyst.

Treatment of O-allyl N-tosyl carbamates RNHC(O)OC(R1)(R2)(CH2)nCH=CHR3 (R = Ts, o-Ns; R1 = R2 = R3 = H, Me; n = 0, 1) with aromatic compounds ArH (Ar = 2,4,6-trimethylphenyl, 2-methylphenyl, 1,3,5-triethylphenyl, etc.) of Cu(OTf)2 or TMSOTf as promoters affords N-substituted 1-arylpropan-2-amines ArCH2CH(CH3)NHR3, 1,2- or 1,1-diarylpropanes I, or indanes II (R4 = R5 = H, Me), depending on the nature of the promoter and of aryl substrates. A full mechanistic rational allowing appreciation of the outcome of these novel C-H based cascades is proposed. An initial acid promoted decarboxylative/deamidative Friedel-Crafts allylation takes place. After protonation of the allylated arene, evolution of the resulting cation may follow different paths depending on the nature of the arene partner and of the allyl moiety in the carbamate.

Organic Chemistry Frontiers published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, SDS of cas: 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Yu; Cen, Xuecong; Liu, Dehua; Chen, Zhen published the artcile< Metabolic engineering of Escherichia coli for high-yield production of (R)-1,3-butanediol>, Safety of (R)-Butane-1,3-diol, the main research area is metabolic engineering Escherichia butanediol fed batch fermentation; 1,3-butanediol; Escherichia coli; cofactor engineering; enzyme screening; metabolic engineering.

1,3-Butanediol (1,3-BDO) is an important C4 platform chem. widely used as a solvent in cosmetics and a key intermediate for the synthesis of fragrances, pheromones, and pharmaceuticals. The development of sustainable bioprocesses to produce enantiopure 1,3-BDO from renewable bioresources by fermentation is a promising alternative to conventional chem. routes and has aroused great interest in recent years. Although two metabolic pathways have been previously established for the biosynthesis of (R)-1,3-PDO, the reported titer and yield are too low for cost-competitive production In this study, we report the combination of different metabolic engineering strategies to improve the production of (R)-1,3-BDO by Escherichia coli, including (1) screening of key pathway enzymes; (2) increasing NADPH supply by cofactor engineering; (3) optimization of fermentation conditions to divert more flux into 1,3-BDO pathway; (4) reduction of byproducts formation by pathway engineering. With these efforts, the best engineered E. coli strain can efficiently produce (R)-1,3-BDO with a yield of 0.6 mol/mol glucose, corresponding to 60% of the theor. yield. Besides, we also showed the feasibility of aerobically producing 1,3-BDO via a new pathway using 3-hydroxybutyrate as an intermediate.

ACS Synthetic Biology published new progress about Escherichia coli. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Safety of (R)-Butane-1,3-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kim, Taeho; Stogios, Peter J.; Khusnutdinova, Anna N.; Nemr, Kayla; Skarina, Tatiana; Flick, Robert; Joo, Jeong Chan; Mahadevan, Radhakrishnan; Savchenko, Alexei; Yakunin, Alexander F. published the artcile< Rational engineering of 2-deoxyribose-5-phosphate aldolases for the biosynthesis of (R)-1,3-butanediol>, Name: (R)-Butane-1,3-diol, the main research area is engineering deoxyribosephosphate aldolase Bacillus crystal structure butanediol; 1,3-butanediol; 2-deoxyribose-5-phosphate aldolase (DERA); BH1352; Escherichia coli (E. coli); acetaldehyde condensation; aldo-keto reductase; biotechnology; crystal structure; protein engineering; site-directed mutagenesis.

Carbon-carbon bond formation is one of the most important reactions in biocatalysis and organic chem. In nature, aldolases catalyze the reversible stereoselective aldol addition between two carbonyl compounds, making them attractive catalysts for the synthesis of various chems. In this work, we identified several 2-deoxyribose-5-phosphate aldolases (DERAs) having acetaldehyde condensation activity, which can be used for the biosynthesis of (R)-1,3-butanediol (1,3BDO) in combination with aldo-keto reductases (AKRs). Enzymic screening of 20 purified DERAs revealed the presence of significant acetaldehyde condensation activity in 12 of the enzymes, with the highest activities in BH1352 from Bacillus halodurans, TM1559 from Thermotoga maritima, and DeoC from Escherichia coli. The crystal structures of BH1352 and TM1559 at 1.40-2.50 Å resolution are the first full-length DERA structures revealing the presence of the C-terminal Tyr (Tyr224 in BH1352). The results from structure-based site-directed mutagenesis of BH1352 indicated a key role for the catalytic Lys155 and other active-site residues in the 2-deoxyribose-5-phosphate cleavage and acetaldehyde condensation reactions. These experiments also revealed a 2.5-fold increase in acetaldehyde transformation to 1,3BDO (in combination with AKR) in the BH1352 F160Y and F160Y/M173I variants. The replacement of the WT BH1352 by the F160Y or F160Y/M173I variants in E. coli cells expressing the DERA + AKR pathway increased the production of 1,3BDO from glucose five and six times, resp. Thus, our work provides detailed insights into the mol. mechanisms of substrate selectivity and activity of DERAs and identifies two DERA variants with enhanced activity for in vitro and in vivo 1,3BDO biosynthesis.

Journal of Biological Chemistry published new progress about Bacillus halodurans (source of 2-deoxyribose-5-phosphate aldolase BH1352). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Name: (R)-Butane-1,3-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Loro, Camilla; Oble, Julie; Foschi, Francesca; Papis, Marta; Beccalli, Egle M.; Giofre, Sabrina; Poli, Giovanni; Broggini, Gianluigi published the artcile< Acid-mediated decarboxylative C-H coupling between arenes and O-allyl carbamates>, SDS of cas: 627-27-0, the main research area is aryl propanamine preparation; diaryl propane preparation; indane preparation; allyl tosyl carbamate arene decarboxylative coupling acid catalyst.

Treatment of O-allyl N-tosyl carbamates RNHC(O)OC(R1)(R2)(CH2)nCH=CHR3 (R = Ts, o-Ns; R1 = R2 = R3 = H, Me; n = 0, 1) with aromatic compounds ArH (Ar = 2,4,6-trimethylphenyl, 2-methylphenyl, 1,3,5-triethylphenyl, etc.) of Cu(OTf)2 or TMSOTf as promoters affords N-substituted 1-arylpropan-2-amines ArCH2CH(CH3)NHR3, 1,2- or 1,1-diarylpropanes I, or indanes II (R4 = R5 = H, Me), depending on the nature of the promoter and of aryl substrates. A full mechanistic rational allowing appreciation of the outcome of these novel C-H based cascades is proposed. An initial acid promoted decarboxylative/deamidative Friedel-Crafts allylation takes place. After protonation of the allylated arene, evolution of the resulting cation may follow different paths depending on the nature of the arene partner and of the allyl moiety in the carbamate.

Organic Chemistry Frontiers published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, SDS of cas: 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Yu; Cen, Xuecong; Liu, Dehua; Chen, Zhen published the artcile< Metabolic engineering of Escherichia coli for high-yield production of (R)-1,3-butanediol>, Safety of (R)-Butane-1,3-diol, the main research area is metabolic engineering Escherichia butanediol fed batch fermentation; 1,3-butanediol; Escherichia coli; cofactor engineering; enzyme screening; metabolic engineering.

1,3-Butanediol (1,3-BDO) is an important C4 platform chem. widely used as a solvent in cosmetics and a key intermediate for the synthesis of fragrances, pheromones, and pharmaceuticals. The development of sustainable bioprocesses to produce enantiopure 1,3-BDO from renewable bioresources by fermentation is a promising alternative to conventional chem. routes and has aroused great interest in recent years. Although two metabolic pathways have been previously established for the biosynthesis of (R)-1,3-PDO, the reported titer and yield are too low for cost-competitive production In this study, we report the combination of different metabolic engineering strategies to improve the production of (R)-1,3-BDO by Escherichia coli, including (1) screening of key pathway enzymes; (2) increasing NADPH supply by cofactor engineering; (3) optimization of fermentation conditions to divert more flux into 1,3-BDO pathway; (4) reduction of byproducts formation by pathway engineering. With these efforts, the best engineered E. coli strain can efficiently produce (R)-1,3-BDO with a yield of 0.6 mol/mol glucose, corresponding to 60% of the theor. yield. Besides, we also showed the feasibility of aerobically producing 1,3-BDO via a new pathway using 3-hydroxybutyrate as an intermediate.

ACS Synthetic Biology published new progress about Escherichia coli. 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Safety of (R)-Butane-1,3-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhai, Pingan; Li, Wenhui; Lin, Jianying; Li, Xing; Wei, Wen-Long; Chen, Wenwen published the artcile< Hydrazones as Substrates in the Synthesis of Isoxazolidines via a KOH-Promoted One-Pot Three-Component Cycloaddition with Nitroso Compounds and Olefins>, Safety of But-3-en-1-ol, the main research area is isoxazolidine preparation diastereoselective; hydrazone nitroso compound olefin one pot three component cycloaddition.

Hydrazones have been employed as the starting materials in a KOH-mediated one-pot three-component cycloaddition with readily accessible nitroso compounds and olefins to construct various isoxazolidines. Compared with diazo compounds as starting materials, this methodol. could afford a wider range of products in good to excellent yields and diastereoselectivities for most substrates, and hydrazones are cheaper, more accessible, and safer substrates. The exptl. study shows that the choice of suitable hydrazones is crucial.

Journal of Organic Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Safety of But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xu, Pei; Wang, Xing-Yu; Wang, Zhijuan; Zhao, Jinjin; Cao, Xu-Dong; Xiong, Xiao-Chun; Yuan, Yu-Chao; Zhu, Songlei; Guo, Dong; Zhu, Xu published the artcile< Defluorinative Alkylation of Trifluoromethyl Benzimidazoles Enabled by Spin-Center Shift: a Synergistic Photocatalysis/Thiol Catalysis Process with CO2·->, Electric Literature of 627-27-0, the main research area is difluoromethyl benzimidazole preparation; trifluoromethyl benzimidazole unactivated alkene reductive defluoroalkylation iridium.

Authors describe a catalytic strategy for direct single C(sp3)-F bond alkylation of trifluoromethylbenzimidazoles under a photoinduced thiol-catalysis process. The CO2 radical anion (CO2·-) was proven the efficient single electron reductant to realize such transformation. The spin-center shift of the generated radical anion intermediate is the key step to realize the C-F bond activation in mild conditions with high efficiency.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Electric Literature of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts