Category: 112-63-0

Pasti, Alberto Pietro; Rossi, Valentina; Di Stefano, Giuseppina; Brigotti, Maurizio; Hochkoeppler, Alejandro published the artcile< Human lactate dehydrogenase A undergoes allosteric transitions under pH conditions inducing the dissociation of the tetrameric enzyme>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is human lactate dehydrogenase allosteric transition pH tetrameric enzyme; allosteric regulation; enzyme kinetics; lactate dehydrogenase; lactic acid; liver.

The aerobic energetic metabolism of eukaryotic cells relies on the glycolytic generation of pyruvate, which is subsequently channelled to the oxidative phosphorylation taking place in mitochondria. However, under conditions limiting oxidative phosphorylation, pyruvate is coupled to alternative energetic pathways, e.g. its reduction to lactate catalyzed by lactate dehydrogenases (LDHs). This biochem. process is known to induce a significant decrease in cytosolic pH, and is accordingly denoted lactic acidosis. Nevertheless, the mutual dependence of LDHs action and lactic acidosis is far from being fully understood. Using human LDH-A, here we show that when exposed to acidic pH this enzyme is subjected to homotropic allosteric transitions triggered by pyruvate. Conversely, human LDH-A features Michaelis-Menten kinetics at pH values equal to 7.0 or higher. Further, citrate, isocitrate, and malate were observed to activate human LDH-A, both at pH 5.0 and 6.5, with citrate and isocitrate being responsible for major effects. Dynamic light scattering (DLS) experiments revealed that the occurrence of allosteric kinetics in human LDH-A is mirrored by a consistent dissociation of the enzyme tetramer, suggesting that pyruvate promotes tetramer association under acidic conditions. Finally, using the human liver cancer cell line HepG2 we isolated cells featuring cytosolic pH equal to 7.3 or 6.5, and we observed a concomitant decrease in cytosolic pH and lactate secretion. Overall, our observations indicate the occurrence of a neg. feedback between lactic acidosis and human LDH-A activity, and a complex regulation of this feedback by pyruvate and by some intermediates of the Krebs cycle.

Bioscience Reports published new progress about Cytosol. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Moitessier, Nicolas; Maigret, Bernard; Chretien, Francoise; Chapleur, Yves published the artcile< Molecular dynamics-based models explain the unexpected diastereoselectivity of the Sharpless asymmetric dihydroxylation of allyl D-xylosides>, Application In Synthesis of 112-63-0, the main research area is xyloside ether stereoselective dihydroxylation AD mix; allyl xyloside asym dihydroxylation mol dynamics.

The catalytic asym. dihydroxylation of several allyl 2-O-benzyl-α-D-xylosides with AD-mix β and PYR(DHQD)2 shows almost no diastereofacial selectivity if the 3- and 4-OH groups are unprotected or acetylated. Acetal, benzyl ethers and benzoyl esters enhance the diastereoselectivity, in the opposite sense to that predicted by the “”AD mnemonic””, which is completely lost using AD-mix α. In an attempt to understand this behavior, computational studies of the asym. dihydroxylation (AD) of olefins using Sharpless’ and Corey’s catalysts have been carried out using mol. dynamics. A three-step algorithm was developed taking advantage of the enzyme-like behavior of catalyst-olefin systems and applied using an ESFF force field. To validate our approach, the first sampling step procedure was then refined and performed using a modified CVFF force field. This led to a U-shaped model in good agreement with that proposed by Corey for the AD of allyl 4-methoxybenzoates, which brings to the fore a role for the methoxy group. This model also accounts for the observed enantioselectivity of styrene dihydroxylation. When applied to the AD of allyl xylosides using AD-mix β, our model accounts well for the observed diastereoselectivity. Both synthetic and modeling results confirmed that aromatic groups on the olefin could be involved in π-π stacking interactions with the aromatic rings of the catalyst and should be important, if not a prerequisite, to achieve high enantio- and diastereoselectivity.

European Journal of Organic Chemistry published new progress about Dihydroxylation (stereoselective). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Application In Synthesis of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Shibata, Norio; Ishimaru, Takehisa; Nakamura, Mai; Toru, Takeshi published the artcile< 20-Deoxy-20-fluorocamptothecin: Design and synthesis of camptothecin isostere>, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is fluorocamptothecin asym synthesis stereoselective fluorination Cinchona alkaloid catalyst; stereoselective electrophilic fluorination deoxycamptothecin Cinchona alkaloid catalyst.

(±)-20-Deoxy-20-fluorocamptothecin (I) was synthesized as an isosteric analog of camptothecin. The use of Selectfluor or N-fluorobenzenesulfonimide and Cinchona alkaloid catalysts for the electrophilic fluorination of (±)-20-deoxycamptothecin (II) yields the target compound Enantioselective fluorination of II was also achieved using previously described Cinchona alkaloids/Selectfluor combination to provide both enantiomers of I with 88% ee and 81% ee, resp.

Synlett published new progress about Cinchona alkaloids Role: CAT (Catalyst Use), USES (Uses). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Olivato, Paulo R.; Gomes, Roberto da Silva; Rodrigues, Alessandro; Reis, Adriana K. C. A.; Domingues, Nelson L. C.; Rittner, Roberto; Dal Colle, Maurizio published the artcile< Conformational preferences for some 2-substituted N-methoxy-N-methylacetamides through spectroscopic and theoretical studies>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is conformer substituted methoxymethylacetamide stabilization IR DFT B3LYP NBO.

The anal. of the IR carbonyl band of the 2-substituted N-methoxy-N-methylacetamides Y-CH2C(O)N(OMe)Me (Y = F for compound 1, OMe for compound 2, OPh for compound 3, Cl for compound 4), supported by B3LYP/6-311++G(3df, 3pd) calculations along with the NBO anal. for compounds 1-4, indicated the existence of cis-gauche conformers i.e. (c) and (g) for 1 and 3, (c1, c2) and (g1, g2) for 2, and (c) and (g1, g2) for 4. In the gas phase, the g conformer population prevails over the c one, for 1 and 3, the (c1 + c2) population prevails over the (g1 + g2) one for 2, and the (g1 + g2) conformer population is more abundant than (c) one for 4. In n-hexane solution, the cis conformer is more abundant for 1-3. The occurrence of Fermi resonance in the ν CO region, in n-hexane, precludes the estimative of relative populations of the (c, g1, g2) conformers for 4. The SCI-PCM calculations agree with the solvent effect on the ν CO band component relative intensities for 1-3. NBO anal. showed that the nN → πCO* orbital interaction is the main factor which stabilizes the gauche (g, g1, g2) conformers for 1-4 into a larger extent relative to the cis (c, c1, c2) ones. The nY → πCO*, σC-Y → πCO*, πCO → σC-Y* and πCO* → σC-Y* orbital interactions still contribute, but into a minor extent for the stabilization of the gauche conformers relative to the cis ones. The existence of some pyramidalization at the nitrogen atom of the Weinreb amides 1-4 is responsible for the occurrence of Yδ-(4)···Oδ-(9) and Yδ-(4)···Nδ-(7) short contacts in the gauche (g, g1, g2) conformers, which originates strong repulsive Coulombic interactions, acting in opposition to the large orbital stabilization of the gauche conformer with respect to the cis one. Therefore, a delicate balance of the Coulombic and orbital interactions seems to be responsible for the observed stabilization of the gauche (g, g1, g2) and cis (c, c1, c2) conformers, both in the gas phase and in the solution for 1-4. However, the cis conformer predominance, in non polar solvents, for the 2-substituted N-methoxy-N-Me acetamides 1-3, bearing in α first raw (fluorine and oxygen) atoms, is in the opposite direction to the gauche conformer preference for the corresponding 2-substituted N,N-dialkyl-acetamides.

Journal of Molecular Structure published new progress about Bond angle, dihedral. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reeves, W. Preston; King, Rufus M. II published the artcile< A convenient method for bromination of aromatic amines>, SDS of cas: 112-63-0, the main research area is bromination aromatic amine pyridinium hydrobromide perbromide.

Pyridinium hybrobromide perbromide (I) has been used to monobrominate aromatic amines. The monobromo compounds are obtained in good yield and with only small amounts of polybromination products. Thus, aniline was treated with I in THF to give 4-bromoaniline in 84% yield.

Synthetic Communications published new progress about Aromatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, SDS of cas: 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Cordoba, Ruben; Tormo, Nelida Salvador; Medarde, Antonio Fernandez; Plumet, Joaquin published the artcile< Antiangiogenic versus cytotoxic activity in analogues of aeroplysinin-1>, HPLC of Formula: 112-63-0, the main research area is angiogenesis inhibitor cytotoxic preparation aeroplysinin analog structure.

A series of analogs of the potentially angiogenic inhibitor aeroplysinin-1 1 were synthesized and their in vitro antiangiogenic and cytotoxic activities evaluated. In the case of epoxy ketone 6 and azlactone 36 the relationship sprouting inhibition assay/cytotoxicity in BAE cells was enhanced by one order and two orders of magnitude, resp., with respect to the reference These results imply more specific antiangiogenic properties for the synthesized derivatives

Bioorganic & Medicinal Chemistry published new progress about Antiangiogenic agents. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, HPLC of Formula: 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ahad, Abdul; Shakeel, Faiyaz; Raish, Mohammad; Ahmad, Ajaz; Bin Jardan, Yousef A.; Al-Jenoobi, Fahad I.; Al-Mohizea, Abdullah M. published the artcile< Thermodynamic Solubility Profile of Temozolomide in Different Commonly Used Pharmaceutical Solvents>, Quality Control of 112-63-0, the main research area is temozolomide polyethylene glycol 400 thermodn solubility temperature; Apelblat and Van’t Hoff models; solubility; solution thermodynamics; temozolomide.

The solubility parameters, and solution thermodn. of temozolomide (TMZ) in 10 frequently used solvents were examined at five different temperatures The maximum mole fraction solubility of TMZ was ascertained in DMSO (1.35 x 10-2), followed by that in polyethylene glycol-400 (3.32 x 10-3) > Transcutol (2.89 x 10-3) > ethylene glycol (1.64 x 10-3) > propylene glycol (1.47 x 10-3) > H2O (7.70 x 10-4) > Et acetate (5.44 x 10-4) > ethanol (1.80 x 10-4) > iso-Pr alc. (1.32 x 10-4) > 1-butanol (1.07 x 10-4) at 323.2 K. An analogous pattern was also observed for the other investigated temperatures The quantitated TMZ solubility values were regressed using Apelblat and Van’t Hoff models and showed overall deviances of 0.96% and 1.33%, resp. Apparent thermodn. anal. indicated endothermic, spontaneous, and entropy-driven dissolution of TMZ in all solvents. TMZ solubility data may help to formulate dosage forms, recrystallize, purify, and extract/sep. TMZ.

Molecules published new progress about Dissolution. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Quality Control of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wozniak, Marian; Roszkiewicz, Witold published the artcile< Spectral data of substituted naphthyridines. V. The IR spectra of substituted 1,8-naphthyridines>, Computed Properties of 112-63-0, the main research area is IR naphthyridine derivative.

In general the IR spectra of 1,8-naphthyridines show a ring bending (skeletal) vibration at 690-740-cm-1, three adjacent H absorption at 750-795 and 810-885 cm-1, two adjacent H absorptions at 785-855 cm-1 and isolated H absorptions at 795-810 and 885-920 cm-1.

Zeszyty Naukowe Uniwersytetu Jagiellonskiego, Prace Chemiczne published new progress about IR spectra. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Computed Properties of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Diantina, S.; McGill, C.; Millner, J.; Nadarajan, J.; Pritchard, H. W.; Colville, L.; Clavijo McCormick, A. published the artcile< Seed viability and fatty acid profiles of five orchid species before and after ageing>, Reference of 112-63-0, the main research area is seed viability fatty acid profile orchid species ageing; Epiphytic Dendrobium; fatty acid methyl esters (FAMEs); gas chromatography (GC); seed lipids; seed storage; terrestrial orchids.

Changes in seed lipid composition during ageing are associated with seed viability loss in many plant species. However, due to their small seed size, this has not been previously explored in orchids. We characterized and compared the seed viability and fatty acid profiles of five orchid species before and after ageing: one tropical epiphytic orchid from Indonesia (Dendrobium strebloceras), and four temperate species from New Zealand, D. cunninghamii (epiphytic), and Gastrodia cunninghamii, Pterostylis banksii and Thelymitra nervosa (terrestrial). Seeds were aged under controlled laboratory conditions (3-mo storage at 60% RH and 20°C). Seed viability was tested before and after ageing using tetrazolium chloride staining. Fatty acid Me esters from fresh and aged seeds were extracted through trans-esterification, and then analyzed using gas chromatog.-mass spectrometry. All species had high initial viability (>80%) and experienced significant viability loss after ageing. The saturated, polyunsaturated, monounsaturated and total fatty acid content decreased with ageing in all species, but this reduction was only significant for D. strebloceras, D. cunninghamii and G. cunninghamii. Our results suggest that fatty acid degradation is a typical response to ageing in orchids, albeit with species variation in magnitude, but the link between fatty acid degradation and viability was not elucidated. Pterostylis banksii exemplified this variation; it showed marked viability loss despite not having a significant reduction in its fatty acid content after ageing. More research is required to identify the effect of ageing on fatty acid composition in orchids, and its contribution to seed viability loss.

Plant Biology (Berlin, Germany) published new progress about Aging, plant. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lee, Yujeong; Onishi, Yoshiyuki; McPherson, Lisa; Kietrys, Anna M.; Hebenbrock, Marian; Jun, Yong Woong; Das, Ishani; Adimoolam, Shanthi; Ji, Debin; Mohsen, Michael G.; Ford, James M.; Kool, Eric T. published the artcile< Enhancing Repair of Oxidative DNA Damage with Small-Molecule Activators of MTH1>, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is human mutant homolog activator preparation oxidative DNA damage repair.

Here, it is reported that selected tyrosine kinase (TK) inhibitors including nilotinib, employed clin. in the treatment of chronic myeloid leukemia, are activators of the repair enzyme Human MutT Homolog 1 (MTH1). MTH1 cleanses the oxidatively damaged cellular nucleotide pool by hydrolyzing the oxidized nucleotide 8-oxo-2′-deoxyguanosine (8-oxo-dG)TP, which is a highly mutagenic lesion when incorporated into DNA. Structural optimization of analogs of TK inhibitors resulted in compounds such as SU0448, which induces 1000 +/- 100% activation of MTH1 at 10μM and 410 +/- 60% at 5μM. The compounds are found to increase the activity of the endogenous enzyme, and at least one (SU0448) decreases levels of 8-oxo-dG in cellular DNA. The results suggest the possibility of using MTH1 activators to decrease the frequency of mutagenic nucleotides entering DNA, which may be a promising strategy to suppress tumorigenesis in individuals with elevated cancer risks.

ACS Chemical Biology published new progress about DNA base excision repair. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics