Month: October 2022

Bergman, Ylva; Ciampini, Marisa; Jalal, Sania; Lagiakos, Helen Rachel; Aguilar, Marie-Isabel; Perlmutter, Patrick published the artcile< The synthesis of Fmoc-O-allyl β-serine>, Related Products of 137105-97-6, the main research area is serine beta allyl Fmoc protected synthesis diazomethane safety; allyl serine Boc protected Arndt Eistert homologation Seebach safety; aspartic acid tertbutoxycarbonyl protected allylation.

Two concise routes for the synthesis of the title amino acid have been developed. The first route employs Seebach’s general approach with Arndt Eistert homologation of Boc-O-allyl α-serine (Boc = tert-butoxycarbonyl) as the key process. The second route employs an approach using Boc-α-aspartic acid as a starting material with a selective palladium-catalyzed O-allylation as key processes. These two routes are evaluated for their relative efficiency and safety.

Tetrahedron: Asymmetry published new progress about Allylation. 137105-97-6 belongs to class tetrahydrofurans, and the molecular formula is C9H15NO4, Related Products of 137105-97-6.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Walter, Patrick; Mechaly, Ariel; Bous, Julien; Haouz, Ahmed; England, Patrick; Lai-Kee-Him, Josephine; Ancelin, Aurelie; Hoos, Sylviane; Baron, Bruno; Trapani, Stefano; Bron, Patrick; Labesse, Gilles; Munier-Lehmann, Helene published the artcile< Structural basis for the allosteric inhibition of UMP kinase from Gram-positive bacteria, a promising antibacterial target>, Recommanded Product: ((2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate, the main research area is allostery; cryo-EM single particle analysis; crystal structure; enzyme regulation; nucleotide metabolism.

Tuberculosis claims significantly more than one million lives each year. A feasible way to face the issue of drug resistance is the development of new antibiotics. Bacterial UMP (UMP) kinase is a promising target for novel antibiotic discovery as it is essential for bacterial survival and has no counterpart in human cells. The UMP kinase from M. tuberculosis is also a model of particular interest for allosteric regulation with two effectors, GTP (pos.) and UTP (neg.). In this study, using X-ray crystallog. and cryo-electron microscopy, we report for the first time a detailed description of the neg. effector UTP-binding site of a typical Gram-pos. behaving UMP kinase. Comparison between this snapshot of low affinity for Mg-ATP with our previous 3D-structure of the GTP-bound complex of high affinity for Mg-ATP led to a better understanding of the cooperative mechanism and the allosteric regulation of UMP kinase. Thermal shift assay and CD experiments corroborate our model of an inhibition by UTP linked to higher flexibility of the Mg-ATP-binding domain. These new structural insights provide valuable knowledge for future drug discovery strategies targeting bacterial UMP kinases.

FEBS Journal published new progress about 58-97-9. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Recommanded Product: ((2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

de Castro, Sonia; Ferrer-Orta, Cristina; Mills, Alberto; Fernandez-Cureses, Gloria; Gago, Federico; Verdaguer, Nuria; Camarasa, Maria-Jose published the artcile< (F)uridylylated peptides linked to VPg1 of foot-and-mouth disease virus (FMDV): design, synthesis and X-ray crystallography of the complexes with FMDV RNA-dependent RNA polymerase>, Category: tetrahydrofurans, the main research area is furidylylated peptide complex VPg FMDV RNA Xray crystallog; 5-fluorouracil; RNA-dependent RNA polymerase; VPg; foot-and-mouth disease virus; uridylylation inhibition.

Foot-and-mouth disease virus (FMDV) is an RNA virus belonging to the Picornaviridae family that contains three small viral proteins (VPgs), named VPg1, VPg2 and VPg3, linked to the 5′-end of the viral genome. These VPg proteins act as primers for RNA replication, which is initiated by the consecutive binding of two UMP mols. to the hydroxyl group of Tyr3 in VPg. This process, termed uridylylation, is catalyzed by the viral RNA-dependent RNA polymerase named 3Dpol. 5-Fluorouridine triphosphate (FUTP) is a potent competitive inhibitor of VPg uridylylation. Peptide anal. showed FUMP covalently linked to the Tyr3 of VPg. This fluorouridylylation prevents further incorporation of the second UMP residue. The mol. basis of how the incorporated FUMP blocks the incorporation of the second UMP is still unknown. To investigate the mechanism of inhibition of VPg uridylylation by FUMP, we have prepared a simplified 15-mer model of VPg1 containing FUMP and studied its x-ray crystal structure in complex with 3Dpol. Unfortunately, the fluorouridylylated VPg1 was disordered and not visible in the electron d. maps; however, the structure of 3Dpol in the presence of VPg1-FUMP showed an 8 Å movement of the β9-α11 loop of the polymerase towards the active site cavity relative to the complex of 3Dpol with VPg1-UMP. The conformational rearrangement of this loop preceding the 3Dpol B motif seems to block the access of the template nucleotide to the catalytic cavity. This result may be useful in the design of new antivirals against not only FMDV but also other picornaviruses, since all members of this family require the uridylylation of their VPg proteins to initiate the viral RNA synthesis.

Molecules published new progress about Antiviral agents. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Category: tetrahydrofurans.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Gao, Rui; Li, Xiang; Guo, Lingyun; Tong, Zhikun; Deng, Qiang; Wang, Jun; Zeng, Zheling; Zou, Ji-Jun; Deng, Shuguang published the artcile< Pyrochlore/Al2O3 composites supported Pd for the selective synthesis of cyclopentanones from biobased furfurals>, Application of C5H10O2, the main research area is pyrochlore alumina supported palladium catalyst cyclopentanones biobased furfural.

Designing a bifunctional catalyst with both highly selective C=O hydrogenation ability and Lewis acid-catalyzed ring-rearrangement ability is highly important for the synthesis of the cyclopentanone motifs from furfural derivatives Herein, a class of pyrochlore/Al2O3 composites (2.68 wt%Y2(Sn0.65Al0.35)2O7-δ/Al2O3, 7.74 wt%Y2(Sn0.65Al0.35)2O7-δ/Al2O3) with a onefold Lewis acidity and rich oxygen defects were synthesized via a dissolution-precipitation method. After the impregnation by Pd nanoparticles, the oxygen defect of pyrochlore/Al2O3 shows a bifunctional effect: they can adsorb C=O, promoting the selective C=O hydrogenation step and can enhance the accessibility of coordinatively unsaturated metal ions, providing Lewis acidic sites for the ring-rearrangement step. The composite-based catalysts show noticeably higher hydrogenation and hydrolysis rates than their corresponding single metal oxide-based catalysts (Pd/Al2O3, Pd/Y2Sn2O7). Finally, 7.74 wt%Y2(Sn0.65Al0.35)2O7-δ/Al2O3 shows a cyclopentanone yield of 98.1% and a 3-hydroxymethyl cyclopentanone yield of 90.6%. ATR-IR results verify the catalytic mechanism and emphasize the importance of oxygen defects.

Applied Catalysis, A: General published new progress about Acidity. 97-99-4 belongs to class tetrahydrofurans, and the molecular formula is C5H10O2, Application of C5H10O2.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Rhee, Sung W.; DeGraw, Joseph I.; Kaegi, Heinz H. published the artcile< Synthesis of a new class of retinoid, tritium-labeled TTNPB [(E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]benzoic acid] with a high specific activity>, SDS of cas: 5455-94-7, the main research area is retinoidal benzoic acid tritium labeled; naphthalenylpropenylbenzoic acid retinoid tritium labeled.

The labeled retinoidal benzoic acid I was prepared starting with C6H6 and furanone II via catalytic tritiation of dihydronaphthalene III.

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about 5455-94-7. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, SDS of cas: 5455-94-7.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Kuang, Bifeng; Zhang, Qian; Fang, Yanxiong; Bai, Yong; Qiu, Songbai; Wu, Ping; Qin, Yanlin; Wang, Tiejun published the artcile< Ring Opening of Cyclic Ether for Selective Synthesis of Renewable 1,5-Pentanediol over Pt/WO3@SiO2 Catalysts>, HPLC of Formula: 97-99-4, the main research area is ring opening catalyst cyclic ether renewable pentanediol.

In this paper, the WO3-embedded in mesoporous SiO2 framework (WO3@SiO2) was developed using facile modified sol-gel, and was further applied as the support of Pt/WO3@SiO2 catalysts during impregnation. The ring-opening of cyclic ether such as biomass-derived tetrahydrofurfuryl alc. (THFA), for selective synthesis of renewable 1, 5-pentanediol (1, 5-PeD), was efficiently accomplished over Pt/WO3@SiO2 catalysts. This special nanocomposite structure provided both abundant active sites and strong synergetic coupling, thus significantly boosting the catalytic performances. The effects of reaction parameters were also investigated on the catalytic performances, including W/Si molar ratio, reaction time, reaction temperature and reduction temperature The high THFA conversion of 82.9% and 1, 5-PeD selectivity of 72.9% were achieved under the optimized reaction conditions. The preliminary characterization results suggested that the Bronsted acid sites of HxWO3 species with proper acid amounts played an important role in controlling the selective ring-opening of THFA cyclic ether towards 1, 5-PeD.

Industrial & Engineering Chemistry Research published new progress about Biomass. 97-99-4 belongs to class tetrahydrofurans, and the molecular formula is C5H10O2, HPLC of Formula: 97-99-4.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Shen, Su; Zhang, Xing; Li, Zhimin published the artcile< Development of an engineered carbamoyl phosphate synthetase with released sensitivity to feedback inhibition by site-directed mutation and casting error-prone PCR>, Product Details of C9H13N2O9P, the main research area is Carbamoyl phosphate synthase; Feedback inhibition; Intermolecular interaction; Molecular docking; Protein engineering.

Carbamoyl phosphate synthetase (CPS) is a key enzyme in both pyrimidine and arginine biosynthesis. However, it is inhibited strongly by uridine monophosphate (UMP), which is an intermediate of the de-novo synthesis of pyrimidine nucleoside. In this study, the native carbamoyl phosphate synthetase, from Escherichia coli, was evolved by site-directed mutation and casting error-prone PCR. Compared with the wild-type, the variant N1015 F had released sensitivity to UMP and exhibited 100% of the initial activity in the presence of UMP. Variant K1006A exhibited 0.14-fold improvement in initial activity and kept above 65% of relative activity under the saturated concentration of inhibitor. Structure anal. of variants demonstrated that the reduced sensitivity to inhibitor was largely attributed to the decreased hydrogen bonds, which could reduce the binding affinity with UMP. Also, Phe with large side chain could narrow the binding pocket and generate more steric hindrance. Based on the results in this study, N1015F was an ideal alternative catalyst for the wild-type CPS for pyrimidine biosynthesis.

Enzyme and Microbial Technology published new progress about 58-97-9. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Product Details of C9H13N2O9P.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Rymen, Daisy; Lindhout, Martijn; Spanou, Maria; Ashrafzadeh, Farah; Benkel, Ira; Betzler, Cornelia; Coubes, Christine; Hartmann, Hans; Kaplan, Julie D.; Ballhausen, Diana; Koch, Johannes; Lotte, Jan; Mohammadi, Mohammad Hasan; Rohrbach, Marianne; Dinopoulos, Argirios; Wermuth, Marieke; Willis, Daniel; Brugger, Karin; Wevers, Ron A.; Boltshauser, Eugen; Bierau, Jorgen; Mayr, Johannes A.; Wortmann, Saskia B. published the artcile< Expanding the clinical and genetic spectrum of CAD deficiency: an epileptic encephalopathy treatable with uridine supplementation>, Formula: C9H13N2O9P, the main research area is anemia epilepticus dyserythropoietic infantile encephalopathy; EIEE; anemia; developmental delay; early infantile epileptic encephalopathy-50; epilepsy.

Abstract: Purpose: Biallelic CAD variants underlie CAD deficiency (or early infantile epileptic encephalopathy-50, [EIEE-50]), an error of pyrimidine de novo biosynthesis amenable to treatment via the uridine salvage pathway. We further define the genotype and phenotype with a focus on treatment. Methods: Retrospective case series of 20 patients. Results: Our study confirms CAD defici. as a progressive EIEE with recurrent status epilepticus, loss of skills, and dyserythropoietic anemia. We further refine the phenotype by reporting a movement disorder as a frequent feature, and add that milder courses with isolated developn. delay/intellectual disability can occur as well as onset with neonatal seizures. With no biomarker availa., the diagnosis relies on genetic testing and functional validation in patient-derived fibroblasts. Underlying pathogenic variants are often rated as variants of unknown significance, which could lead to underrecognition of this treatable disorder. Supplemen. with uridine, uridine monophosphate, or uridine triacetate in 10 patients was safe and led to significant clin. improvn. in most patients. Conclusion: We advise a trial with uridine in all patients with developmental delay/intellectual disability, epilepsy, and anemia; all patients with status epilepticus; and all patients with neonatal seizures until (genetically) proven otherwise or proven unsuccessful after 6 mo. CAD defici. might represent a condition for genetic newborn screening.

Genetics in Medicine published new progress about Anemia. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Formula: C9H13N2O9P.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Zhou, Dong-Dong; Zhang, Hao; Zhang, Qian; Qian, Zheng-Ming; Li, Wen-Jia; Li, Chun-Hong; Yang, Feng-Qing; Chen, Hua published the artcile< Preparation of titanium ion functionalized polydopamine coated ferroferric oxide core-shell magnetic particles for selective extraction of nucleotides from Cordyceps and Lentinus edodes>, Safety of ((2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate, the main research area is titanium polydopamine ferroferric oxide magnetic particle nucleotide Cordyceps Lentinus; Cordyceps; Lentinus edodes; Magnetic solid phase extraction; Nucleotides; Selective extraction.

In this study, a titanium ion (Ti4+) functionalized polydopamine coated ferroferric oxide (Fe3O4@PDA@Ti4+) core-shell magnetic particle was prepared for the selective extraction of nucleotides. Firstly, different metal ions including Ti4+, Zr4+, Fe3+, Al3+, Cu2+, Zn2+, Ni2+ and Mg2+ were resp. immobilized onto Fe3O4@PDA particles and their extraction efficiency for five nucleotides [cytidine-5′-monophosphate (CMP), uridine-5′-monophosphate (UMP), guanosine-5′-monophosphate (GMP), thymidine-5′-monophosphate (TMP) and adenosine-5′-monophosphate (AMP)] were compared. Among these prepared materials, Fe3O4@PDA@Ti4+, which exhibited the highest extraction efficiency for nucleotides, was further characterized by Fourier transform IR spectroscopy, SEM, TEM and energy dispersive x-ray spectroscopy. After being optimized of the extraction parameters including adsorbent amounts, extraction time, extraction temperature, type and concentration of the eluent, the prepared Fe3O4@PDA@Ti4+ magnetic particles were successfully applied for the selective extraction and determination of CMP, UMP, GMP, TMP and AMP in Cordyceps and Lentinus edodes. Good linearity (varying from 0.063 to 19.000 μg/mL, R2 > 0.999) and low limit of detection (LODs) (ranging between 0.0047 and 0.0141 μg/mL) for target analytes were achieved. These results demonstrated that the synthesized material in this study had potential for selective extraction of phosphorylated small mol. compounds in complicated matrix.

Journal of Chromatography A published new progress about Cordyceps. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Safety of ((2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Anteunis, M.; Vandewalle, M. published the artcile< Long-range phenomena. XII. Organic mass spectrometry. VII. Enolization in 3-oxotetrahydrofuran. PMR and MS study>, Electric Literature of 5455-94-7, the main research area is PMR oxotetrahydrofuran enolization; mass spectra oxotetrahydrofuran enolization.

A PMR study shows extensive enolization in the 3-oxotetrahydrofurans with branched substitution at C-5. Next to classical M-mode long range couplings, non-planar (non-classical) long range couplings, J(2,4) and J(2,5) are common features. The 3-oxotetrahydrofuran ring is easily changed conformationally, which is reflected by changes in vicinal and long range coupling values. The mass spectra of the keto- and enol mols. show different fragmentation patterns. The expulsion of an alkane moiety, directly from the molecular ion (M+), is observed for the enol form. Mass spectrometry allows easy characterization of C-2 or C-5-substituted 3-oxotetrahydrofurans.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Mass spectra. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Electric Literature of 5455-94-7.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem