Heterocyclic Building Blocks-Tetrahydrofuran

Zhang, Qian; Zhou, Dong-Dong; Li, Fan; Wang, Yin-Zhen; Yang, Feng-Qing published the artcile< Extraction of nucleobases, nucleosides and nucleotides by employing a magnetized graphene oxide functionalized with hydrophilic phytic acid and titanium(IV) ions>, Electric Literature of 58-97-9, the main research area is nucleobase nucleoside nucleotide graphene oxide phytic acid titanium ion; Hydrophilic interaction liquid chromatography; Immobilized metal ion chromatography; Magnetic solid phase extraction; Nucleobase-based compounds.

A magnetite@graphene oxide nanocomposite was first coated with polyethylenimine and then modified with phytic acid and titanium(IV) ions. The high loading with Ti(IV) and the good hydrophilicity of PEI and PA result in a material that can be applied to the efficient extraction of highly polar nucleobases, nucleosides and nucleotides. The physicochem. properties of the composite were investigated by SEM, transmission electron microscopy, energy dispersive X-ray spectroscopy, Fourier transform IR spectroscopy, water contact angle measurements, thermogravimetric anal., and vibrating sample magnetometry. A series of parameters that affect extraction and elution under the conditions of immobilized metal affinity chromatog. and hydrophilic interaction liquid chromatog. were examined The analytes were eluted from the nanocomposites using 10 mM trisodium phosphate as the elution solution in the IMAC mode, and 50% methanol-water as elution solution in the HILIC mode. Figures of merit include (a) an intra-day precision of 0.1-1.0% in the IMAC mode; (b) an intra-day precision of 0.4%-0.8% in the HILIC mode; (c) detection limits between 1.8-2.8 ng mL-1 in the IMAC mode; and (d) detection limits of 4.0-10.5 ng mL-1 in the HILIC mode. The method was applied to the extraction of the nucleotides cytidine-5′-monophosphate, uridine-5′-monophosphate, guanosine-5′-monophosphate, and adenosine-5′-monophosphate, and the nucleobases and nucleosides hypoxanthine, adenosine, cytosine, inosine and cytidine from Cordyceps sinensis, Lentinus edodes and plasma samples.

Microchimica Actapublished new progress about Blood plasma. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Electric Literature of 58-97-9.

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

Vlasova, Nataliya; Markitan, Olga published the artcile< Phosphate-nucleotide-nucleic acid: Adsorption onto nanocrystalline ceria surface>, Name: ((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 cerium dioxide deoxyribonucleic acid phosphate nucleotide.

The adsorption of DNA (DNA) and its constituents – phosphate and nucleotides on the surface of nanocrystalline cerium dioxide (pHpzc = 6.3) in NaCl solutions was investigated using multi batch adsorption experiments over a wide range pH. The adsorption data of inorganic phosphate, and nucleotides were interpreted as a formation of outer and inner sphere surface complexes in term of the Basic Stern surface complexation model. The comparison of adsorptions of DNA, phosphate and nucleotides has revealed that double-stranded DNA is mainly adsorbed with the participation of phosphate backbone of its mol. The approach of DNA to the oxide surface due to the electrostatic attraction promotes other types of interaction, e.g. dispersion interaction and hydrogen bonding.

Colloids and Surfaces, A: Physicochemical and Engineering Aspectspublished new progress about DNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Name: ((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

Chung, Sang J.; Chung, Suhman; Lee, Hyun Soo; Kim, Eun-Jung; Oh, Kyung Seok; Choi, Hyuk Soon; Kim, Kwang S.; Kim, Yeoun Jin; Hahn, Jong Hoon; Kim, Dong H. published the artcile< Mechanistic Insight into the Inactivation of Carboxypeptidase A by α-Benzyl-2-oxo-1,3-oxazolidine-4-acetic Acid, a Novel Type of Irreversible Inhibitor for Carboxypeptidase A with No Stereospecificity>, Product Details of C9H15NO4, the main research area is carboxypeptidase A inactivation oxazolidine derivative.

On the basis of the active site topol. and enzymic catalytic mechanism of carboxypeptidase A (CPA), a prototypical zinc-containing proteolytic enzyme, α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid (1), was designed as a novel type of mechanism-based inactivator of the enzyme. All four possible stereoisomers of the inhibitor were synthesized in an enantiomerically pure form starting with optically active aspartic acid, and their CPA inhibitory activities were evaluated to find that surprisingly all of the four stereoisomers inhibit CPA in a time dependent manner. The inhibited enzyme did not regain its enzymic activity upon dialysis. The inactivations were prevented by 2-benzylsuccinic acid, a competitive inhibitor that is known to bind the active site of the enzyme. These kinetic results strongly support that the inactivators attach covalently to the enzyme at the active site. The anal. of ESI mass spectral data of the inactivated CPA ascertained the conclusion from the kinetic results. The values of second-order inhibitory rate constants (kobs/[I]o) fall in the range of 1.7-3.6 M-1 min-1. The lack of stereospecificity shown in the inactivation led us to propose that the ring cleavage occurs by the nucleophilic attack at the 2-position rather than at the 5-position and the ring opening takes place in an addition-elimination mechanism. The tetrahedral transition state that would be generated in this pathway is thought to be stabilized by the active site zinc ion, which was supported by the PM3 semiempirical calculations In addition, α-benzyl-2-oxo-1,3-oxazolidine-5-acetic acid (18), a structural isomer of 1 was also found to inactivate CPA in an irreversible manner, reinforcing the nucleophilic addition-elimination mechanism. The present study demonstrates that the transition state for the inactivation pathway plays a critical role in determining stereochem. of the inactivation.

Journal of Organic Chemistrypublished new progress about Enzyme inhibition kinetics. 137105-97-6 belongs to class tetrahydrofurans, and the molecular formula is C9H15NO4, Product Details of C9H15NO4.

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

Xie, Chun-yan; Wang, Qinhua; Li, Guanya; Fan, Zhiyong; Wang, Hong; Wu, Xin published the artcile< Dietary supplement with nucleotides in the form of uridine monophosphate or uridine stimulate intestinal development and promote nucleotide transport in weaned piglets>, Quality Control of 58-97-9, the main research area is piglet UMP uridine dietary supplement intestine development nucleotide transport; intestinal development; uridine; uridine monophosphate; weaned piglets.

BACKGROUND : Nucleotides are key constituents of milk, where they are utilized in cell replication, although there are limited studies for weaned piglets. This study evaluated the effects of uridine monophosphate (UMP) with uridine (UR) feed supplementation on the intestinal development and nucleotide transport in weaned piglets. RESULTS : Supplementation with UMP significantly increased (P ≤ 0.05) plasma glucose, and UR supplementation significantly reduced (0.05 ≤ P ≤ 0.10) the plasma total cholesterol (TC) of piglets when compared with that of the control group, although non-significant difference (P ≥ 0.05) in growth performance was observed among three groups. Piglets fed supplementary UR exhibited greater (P ≤ 0.05) crypt depth in the duodenum and ileum when compared with those in the supplementary UMP and control groups. Real-time quant. polymerase chain reaction (RT-qPCR) results revealed that UR supplementation increased (P ≤ 0.05) the relative mRNA levels of genes encoding the transmembrane proteins ZO-1 and occludin in the duodenum mucosa, and ZO-1 in the jejunum mucosa (P ≤ 0.05). Similarly, UR supplementation increased (P ≤ 0.05) expression of solute carriers SLC28A1 and SLC29A1 in the duodenum mucosa. Conversely, claudin-1 expression in the duodenum mucosa was inhibited (P ≤ 0.05) by dietary supplementation with UMP or UR. CONCLUSION : Collectively, our data indicated that dietary supplementation with UMP or UR was conducive to stimulating intestinal development and promoting nucleotide transport in weaned piglets.

Journal of the Science of Food and Agriculturepublished new progress about Body weight. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Quality Control of 58-97-9.

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

Sornkamnerd, Saranyoo; Sasaki, Shuhei; Mitsumata, Tetsu; Takada, Kenji; Okada, Tomohiro; Ando, Shinji; Kaneko, Tatsuo published the artcile< Orientation Analysis of Polymer Chains in Optically Transparent Biopolyimides Having Rigid and Bending Backbones>, Quality Control of 4415-87-6, the main research area is optically transparent biopolyimide polymer chain orientation.

Optically transparent and heat-resistant polymer films are useful in the field of organic glasses usable for elec. insulators for panels, windows, optical devices, etc. A series of biopolyimides having non-π-conjugated backbones prepared using a renewable diamine, 4,4′-diaminotruxillic acid di-Me esters, and various dianhydride monomers were prepared and cast onto substrates to form transparent films with high heat resistances and good elec. resistance. The second order orientation coefficients (P200) of the biopolyimide films were evaluated by polarized attenuated total reflection Fourier-transform IR spectroscopy, and the P200 values for the C-N stretching vibrations at a wavenumber of 1365 cm-1 displayed a good correlation with that for the aromatic C-C stretching at 1510 cm-1, regardless of the dianhydride structure. The in-plane/out-of-plane birefringence and coefficients of linear thermal expansion exhibited strong correlations with P200 except for those of a few samples. Most of the biopolyimide films exhibited good transparencies with low birefringence and high elec. resistance, which are applicable to flexible substrates with a low coefficient of thermal expansion for panel displays.

ChemistrySelectpublished new progress about Birefringence. 4415-87-6 belongs to class tetrahydrofurans, and the molecular formula is C8H4O6, Quality Control of 4415-87-6.

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

Brandao, Tiago A. S.; Richard, John P. published the artcile< Orotidine 5'-monophosphate decarboxylase: The operation of active site chains within and across protein subunits>, 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 orotidine monophosphate decarboxylase Saccharomyces active site subunit substrate.

The D37 and T100′ side chains of orotidine 5′-monophosphate decarboxylase (OMPDC) interact with the C-3′ and C-2′ ribosyl hydroxyl groups, resp., of the bound substrate. We compare the intra-subunit interactions of D37 with the inter-subunit interactions of T100′ by determining the effects of the D37G, D37A, T100’G, and T100’A substitutions on the following: (a) kcat and kcat/Km values for the OMPDC-catalyzed decarboxylations of OMP and 5-fluoroorotidine 5′-monophosphate (FOMP) and (b) the stability of dimeric OMPDC relative to the monomer. The D37G and T100’A substitutions resulted in 2 kcal mol-1 increases in ΔG† for kcat/Km for the decarboxylation of OMP, while the D37A and T100’G substitutions resulted in larger 4 and 5 kcal mol-1 increases, resp., in ΔG†. The D37G and T100’A substitutions both resulted in smaller 2 kcal mol-1 decreases in ΔG† for the decarboxylation of FOMP compared to that of OMP. These results show that the D37G and T100’A substitutions affect the barrier to the chem. decarboxylation step while the D37A and T100’G substitutions also affect the barrier to a slow, ligand-driven enzyme conformational change. Substrate binding induces the movement of an α-helix (G’98-S’106) toward the substrate C-2′ ribosyl hydroxy bound at the main subunit. The T100’G substitution destabilizes the enzyme dimer by 3.5 kcal mol-1 compared to the monomer, which is consistent with the known destabilization of α-helixes by the internal Gly side chains [Serrano, L., et al. (1992) Nature, 356, 453-455]. We propose that the T100’G substitution weakens the α-helical contacts at the dimer interface, which results in a decrease in the dimer stability and an increase in the barrier to the ligand-driven conformational change.

Biochemistrypublished new progress about Conformational transition. 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

Dwivedi, Sumant; Nag, Aniruddha; Sakamoto, Shigeki; Funahashi, Yasuyoshi; Harimoto, Toyohiro; Takada, Kenji; Kaneko, Tatsuo published the artcile< High-temperature resistant water-soluble polymers derived from exotic amino acids>, HPLC of Formula: 4415-87-6, the main research area is temperature resistant water soluble polyimide preparation.

High-performance water-soluble polymers have a wide range of applications from engineering materials to biomedical plastics. However, existing materials are either natural polymers that lack high thermostability or rigid synthetic polymers. Therefore, we design an amino acid-derived building block, 4,4′-diamino-α-truxillate dianion (4ATA2-), that induces water solubility in high-performance polymers. Polyimides containing 4ATA2- units are intrinsically water-soluble and are processed into films cast from an aqueous solution The resulting polyimide films exhibit exceptional transparency and extremely high thermal stability. In addition, the films can be made insoluble in water by simple post-treatment using weak acid or multivalent metal ions such as calcium. The synthesized polyimide’s derived from bio-based resources are useful for yielding waterborne polymeric high-performance applications.

RSC Advancespublished new progress about Elongation at break. 4415-87-6 belongs to class tetrahydrofurans, and the molecular formula is C8H4O6, HPLC of Formula: 4415-87-6.

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

Bonin, Jeffrey P.; Sapienza, Paul J.; Wilkerson, Emily; Goldfarb, Dennis; Wang, Li; Herring, Laura; Chen, Xian; Major, Michael B.; Lee, Andrew L. published the artcile< Positive Cooperativity in Substrate Binding by Human Thymidylate Synthase>, Reference of 58-97-9, the main research area is pos cooperativity substrate binding thymidylate synthase.

Thymidylate synthase (TS) catalyzes the production of the nucleotide dTMP from deoxyuridine monophosphate (dUMP), making the enzyme necessary for DNA replication and consequently a target for cancer therapeutics. TSs are homodimers with active sites separated by ∼30 Å. Reports of half-the-sites activity in TSs from multiple species demonstrate the presence of allosteric communication between the active sites of this enzyme. A simple explanation for the neg. allosteric regulation occurring in half-the-sites activity would be that the two substrates bind with neg. cooperativity. However, previous work on Escherichia coli TS revealed that dUMP substrate binds without cooperativity. To gain further insight into TS allosteric function, binding cooperativity in human TS is examined here. Isothermal titration calorimetry and two-dimensional lineshape anal. of NMR titration spectra are used to characterize the thermodn. of dUMP binding, with a focus on quantification of cooperativity between the two substrate binding events. We find that human TS binds dUMP with ∼9-fold entropically driven pos. cooperativity (ρITC = 9 ± 1, ρNMR = 7 ± 1), in contrast to the apparent strong neg. cooperativity reported previously. Our work further demonstrates the necessity of globally fitting isotherms collected under various conditions, as well as accurate determination of binding competent protein concentration, for calorimetric characterization of homotropic cooperative binding. Notably, an initial curvature of the isotherm is found to be indicative of pos. cooperative binding. Two-dimensional lineshape anal. NMR is also found to be an informative tool for quantifying binding cooperativity, particularly in cases in which bound intermediates yield unique resonances.

Biophysical Journalpublished new progress about Enzyme functional sites, active. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Reference of 58-97-9.

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

Ahn, Woo-Chan; Aroli, Shashanka; Kim, Jin-Hahn; Moon, Jeong Hee; Lee, Ga Seal; Lee, Min-Ho; Sang, Pau Biak; Oh, Byung-Ha; Varshney, Umesh; Woo, Eui-Jeon published the artcile< Covalent binding of uracil DNA glycosylase UdgX to abasic DNA upon uracil excision>, Application of C9H13N2O9P, the main research area is covalent binding uracil DNA glycosylase udgx abasic upon excision.

Uracil DNA glycosylases (UDGs) are important DNA repair enzymes that excise uracil from DNA, yielding an abasic site. Recently, UdgX, an unconventional UDG with extremely tight binding to DNA containing uracil, was discovered. The structure of UdgX from Mycobacterium smegmatis in complex with DNA shows an overall similarity to that of family 4 UDGs except for a protruding loop at the entrance of the uracil-binding pocket. Surprisingly, H109 in the loop was found to make a covalent bond to the abasic site to form a stable intermediate, while the excised uracil remained in the pocket of the active site. H109 functions as a nucleophile to attack the oxocarbenium ion, substituting for the catalytic water mol. found in other UDGs. To our knowledge, this change from a catalytic water attack to a direct nucleophilic attack by the histidine residue is unprecedented. UdgX utilizes a unique mechanism of protecting cytotoxic abasic sites from exposure to the cellular environment.

Nature Chemical Biologypublished new progress about Enzyme functional sites, active. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Application of C9H13N2O9P.

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

Li, Pengfei; Lan, Hongling; Chen, Kuo; Ma, Xiupeng; Wei, Bingxin; Wang, Ming; Li, Peng; Hou, Yingfei; Jason Niu, Q. published the artcile< Novel high-flux positively charged aliphatic polyamide nanofiltration membrane for selective removal of heavy metals>, Recommanded Product: Cyclobuta[1,2-c:3,4-c’]difuran-1,3,4,6(3aH,3bH,6aH,6bH)-tetraone, the main research area is aliphatic polyamide nanofiltration membrane heavy metal removal separation.

The toxic heavy metals produced by the discharge of industrial wastewater pose a serious threat to the ecol. environment and human health. Nanofiltration (NF) membrane separation technol. is widely used in fields such as water softening, heavy metal removal and dye separation due to its environmental friendliness and low cost. Herein, a novel pos. charged aliphatic polyamide NF membrane (PEI-BTC) has been developed by using 1,2,3,4-cyclobutane tetracarboxylic acid chloride (BTC) monomer bearing a stereoscopic structure which undergoes classic interfacial polymerization (IP) with polyethyleneimine (PEI) on the Polyether sulfone (PES) support membrane. The physicochem. properties revealed that the PEI-BTC membrane had a larger mean effective pore size (0.285 nm), a thinner separation layer (40 nm) and a stronger pos. charged membrane surface (IEP = 7.25) than the traditional PEI-TMC membrane. Compared with previously reported PEI-based and com. NF membranes, the optimized PEI-BTC membrane exhibits a higher MgCl2 (2000 ppm) rejection of 97.53% and pure water flux of 156.85 kg·m-2·h-1 at 1.0 MPa. Moreover, the prepared PEI-BTC NF membrane shows excellent toxic heavy metal (1000 ppm) removal efficiency in the order of Mn (98.78%) > Zn (98.32%) > Ni (97.74%) > Cu (95.67%) > Cd (90.49%). The results demonstrate that the prepared pos. charged aliphatic polyamide NF membrane (PEI-BTC) has a unique industrial production potential for water softening and heavy metal removal.

Separation and Purification Technologypublished new progress about Contact angle. 4415-87-6 belongs to class tetrahydrofurans, and the molecular formula is C8H4O6, Recommanded Product: Cyclobuta[1,2-c:3,4-c’]difuran-1,3,4,6(3aH,3bH,6aH,6bH)-tetraone.

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