Tag: M.W=150-200

Alaneed, Razan published the artcileConjugation of Amine-Functionalized Polyesters With Dimethylcasein Using Microbial Transglutaminase, Name: Dimethyl adipate, the publication is Journal of Pharmaceutical Sciences (Philadelphia, PA, United States) (2020), 109(2), 981-991, database is CAplus and MEDLINE.

Protein-polymer conjugates have been used as therapeutics because they exhibit frequently higher stability, prolonged in vivo half-life, and lower immunogenicity compared with native proteins. The first part of this report describes the enzymic synthesis of poly(glycerol adipate) (PGA(M)) by transesterification between glycerol and di-Me adipate using lipase B from Candida antarctica. PGA(M) is a hydrophilic, biodegradable but water insoluble polyester. By acylation, PGA(M) is modified with 6-(Fmoc-amino)hexanoic acid and with hydrophilic poly(ethylene glycol) side chains (mPEG12) rendering the polymer highly water soluble This is followed by the removal of protecting groups, fluorenylmethyloxycarbonyl, to generate polyester with primary amine groups, namely PGA(M)-g-NH₂-g-mPEG12. ¹H NMR spectroscopy, FTIR spectroscopy, and gel permeation chromatog. have been used to determine the chem. structure and polydispersity index of PGA(M) before and after modification. In the second part, we discuss the microbial transglutaminase-mediated conjugation of the model protein dimethylcasein with PGA(M)-g-NH₂-g-mPEG12 under mild reaction conditions. SDS-PAGE proves the protein-polyester conjugation.

Journal of Pharmaceutical Sciences (Philadelphia, PA, United States) published new progress about 627-93-0. 627-93-0 belongs to esters-buliding-blocks, auxiliary class Ploymers, name is Dimethyl adipate, and the molecular formula is C8H14O4, Name: Dimethyl adipate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kawamata, Yu published the artcileChemoselective Electrosynthesis Using Rapid Alternating Polarity, HPLC of Formula: 103-26-4, the publication is Journal of the American Chemical Society (2021), 143(40), 16580-16588, database is CAplus and MEDLINE.

Challenges in the selective manipulation of functional groups (chemoselectivity) in organic synthesis have historically been overcome either by using reagents/catalysts that tunably interact with a substrate or through modification to shield undesired sites of reactivity (protecting groups). Although electrochem. offers precise redox control to achieve unique chemoselectivity, this approach often becomes challenging in the presence of multiple redox-active functionalities. Historically, electrosynthesis has been performed almost solely by using d.c. (DC). In contrast, applying a.c. (AC) has been known to change reaction outcomes considerably on an anal. scale but has rarely been strategically exploited for use in complex preparative organic synthesis. Here we show how a square waveform employed to deliver elec. current-rapid alternating polarity (rAP)-enables control over reaction outcomes in the chemoselective reduction of carbonyl compounds, one of the most widely used reaction manifolds. The reactivity observed cannot be recapitulated using DC electrolysis or chem. reagents. The synthetic value brought by this new method for controlling chemoselectivity is vividly demonstrated in the context of classical reactivity problems such as chiral auxiliary removal and cutting-edge medicinal chem. topics such as the synthesis of PROTACs.

Journal of the American Chemical Society published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C10H10O2, HPLC of Formula: 103-26-4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Takanami, Toshikatsu published the artcileHighly regioselective [3,3] rearrangement of aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin complex, Cr(TPP)Cl, Formula: C12H14O2, the publication is Tetrahedron (2006), 62(40), 9467-9474, database is CAplus.

The Claisen rearrangement of simple aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin, Cr(TPP)Cl, is described. The porphyrin-based Lewis acid catalyst can effectively accelerate the rearrangement via a concerted [3,3] pathway with a minimal degree of bond ionization of the substrates, providing the corresponding Claisen products in moderate to high yields and almost perfect regioselectivity at low catalyst loading.

Tetrahedron published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C10H10CoF6P, Formula: C12H14O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Weis, Erik published the artcileIridium-catalyzed C-H methylation and d₃-methylation of benzoic acids with application to late-stage functionalizations, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is iScience (2021), 24(5), 102467, database is CAplus and MEDLINE.

An iridium-catalyzed carboxylate-directed ortho C-H methylation and d₃-methylation of benzoic acids was reported. The method used com. available reagents and precatalyst and requires no inert atm. or exclusion of moisture. Substrates bearing electron-rich and electron-poor groups were successfully methylated, including compounds with competing directing/coordinating groups. The method was also applied to the LSF of several marketed drugs, forming analogs with increased metabolic stability compared with the parent drug.

iScience published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C8H8O3, Safety of 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Huang, Shan-Shan published the artcileDimethyl itaconate alleviates the pyroptosis of macrophages through oxidative stress, Computed Properties of 617-52-7, the publication is BMC Immunology (2021), 22(1), 72, database is CAplus and MEDLINE.

Macrophages are involved in the pathophysiol. of many diseases as critical cells of the innate immune system. Pyroptosis is a form of macrophage death that induces cytokinesis of phagocytic substances in the macrophages, thereby defending against infection. Di-Me itaconate (DI) is an analog of itaconic acid with anti-inflammatory effects. However, the effect of di-Me itaconate on macrophage pyroptosis has not been elucidated clearly. Thus, the present study aimed to analyze the effect of DI treatment on a macrophage pyroptosis model (Lipopolysaccharide, LPS + ATP, ATP). The results showed that 0.25 mM DI ameliorated macrophage pyroptosis and downregulated interleukin (IL)-1β expression. Then, real-time quant. polymerase chain reaction (RT-qPCR) was used to confirm the result of RNA-sequencing of the upregulated oxidative stress-related genes (Gclc and Gss) and downregulated inflammation-related genes (IL-12β and IL-1β). In addition, Gene Ontol. (GO) enrichment anal. showed that differential genes were associated with transcript levels and DNA replication. Kyoto encyclopedia of genes and genomes (KEGG) enrichment showed that signaling pathways, such as tumor necrosis factor (TNF), Jak, Toll-like receptor and IL-17, were altered after DI treatment. N-acetyl-L-cysteine (NAC) reversed the DI effect on the LPS + ATP-induced macrophage pyroptosis and upregulated the IL-1β expression. Oxidative stress-related protein Nrf2 is involved in the DI regulation of macrophage pyroptosis. Taken together, these findings suggested that DI alleviates the pyroptosis of macrophages through oxidative stress.

BMC Immunology published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Computed Properties of 617-52-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Feng, Liyan published the artcileVisible-Light-Induced Palladium-Catalyzed Intermolecular Narasaka-Heck Reaction at Room Temperature, Synthetic Route of 617-52-7, the publication is Organic Letters (2020), 22(10), 3964-3968, database is CAplus and MEDLINE.

A palladium-catalyzed Narasaka-Heck reaction by a domino cross-coupling reaction with aromatic alkenes under blue LED irradiation at room temperature was developed. The undesired β-hydride elimination of the hybrid alkyl palladium radical species was prohibited, enabling a broad range of oxime esters to undergo 5-exo cyclization and subsequent coupling with olefins. The practicality of the method was well illustrated by the construction of a nitrogen bridgehead tricycle as a core skeleton of alkaloids.

Organic Letters published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Synthetic Route of 617-52-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Peter Ventura, Alejandra M. published the artcileSynthesis and antischistosomal activity of linker- and thiophene-modified biaryl alkyl carboxylic acid derivatives, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid, the publication is Archiv der Pharmazie (Weinheim, Germany) (2021), 354(12), 2100259, database is CAplus and MEDLINE.

Schistosomiasis is a neglected tropical disease caused by blood flukes of the genus Schistosoma and causes severe morbidity in infected patients. In 2018, 290.8 million people required treatment, and 200,000 deaths are reported per yr. Treatment of this disease depends on a single drug, praziquantel (PZQ). However, in the past few years, reduced sensitivity of the parasites toward PZQ has been reported. Therefore, there is an urgent need for new drugs against this disease. In the past few years, we have focused on a new substance class called biaryl alkyl carboxylic acid derivatives, which showed promising antischistosomal activity in vitro. Structure-activity relationship (SAR) studies of the carboxylic acid moiety led to three promising carboxylic amides (morpholine, thiomorpholine, and Me sulfonyl piperazine) with an antischistosomal activity down to 10μM (morpholine derivative) and no cytotoxicity up to 100μM. Here, we show our continued work on this substance class. We investigated, in extended SAR studies, whether modification of the linker and the thiophene ring could improve the antischistosomal activity. We found that the exchange of the alkyl linker by a pentadienyl or benzyl linker was tolerated and led to similar antischistosomal effects, whereas the exchange of the thiophene ring was not tolerated. Our data suggest that the thiophene ring is important for the antischistosomal activity of this compound class.

Archiv der Pharmazie (Weinheim, Germany) published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Rosnizam, Arif Naim published the artcilePalladium(II) complexes bearing N,O-bidentate Schiff base ligands: Experimental, in-silico, antibacterial, and catalytic properties, Category: esters-buliding-blocks, the publication is Journal of Molecular Structure (2022), 132821, database is CAplus.

Two N,O-bidentate ligands (1, 2), and their Pd(II) complexes, (1a, 2a) were synthesized and characterized via elemental anal., IR, ¹H and ¹³C NMR, magnetic moment and UV-Visible spectroscopy. Single crystal x-ray diffraction revealed that 1a crystallized as a monoclinic system in P2(1)/c space group, where two ligand 1 moieties coordinate to one palladium(II) center through imine N and phenolic O donor atoms in a bis-bidentate manner, manifesting in a square planar geometry. The exptl. spectral data of 1 and 1a were in good agreement with the calculated ones obtained in gas phase and polarizable continuum model (PCM) at the B3LYP/LANL2DZ level of theory. The exptl. spectroscopic and Z-matrix data were also well reproduced with high correlation coefficients The intercontact between 1a complex units was determined through Hirshfeld surface anal. and electrostatic potentials (ESP) maps, showing that the most predominant interactions were H^…H (53.4%), C^…H (25.3%) and O^…H (12.6%). 1 And 1a were screened in-vitro to evaluate their antibacterial activity against two Gram-pos. (S. aureus, S. haemolyticus) and two Gram-neg. (P. aeruginosa, S. sonnei) bacteria. The antibacterial results revealed that 1a exhibited slight activity against Gram-neg. bacteria, while the free ligand displayed no activity. The catalytic efficiency of 1a and 2a was evaluated in Mizoroki-Heck reaction of iodobenzene and Me acrylate, and Suzuki-Miyaura reaction of iodobenzene and phenylboronic acid. Both catalysts resulted in good conversion percentages with 1a showing a more superior performance.

Journal of Molecular Structure published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C10H10O2, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Stakhi, Sergey A. published the artcileTandem catalysis of Atom Transfer Radical Polymerization of acrylonitrile based on simultaneous use of two copper complexes, Recommanded Product: Dimethyl itaconate, the publication is Journal of Polymer Research (2021), 28(12), 457, database is CAplus.

The novel approach for conducting ARGET ATRP based on simultaneous use of two copper complexes based on tris[2-(dimethylamino)ethyl]amine (Me₆TREN), 2,2′-bipyridine (bipy) and tris(2-pyridylmethyl)amine (TPMA) in one pot is proposed. This approach allows to increase the rate of polymerization of acrylonitrile and to achieve polymers with high mol. weights The performed electrochem. studies allowed establishing the possible mechanism of tandem catalysis where the more reducing complex mostly acts as activator determining the high polymerization rate while the second one reversible deactivates polymer chain preserving the control over the process. The influence of initiator nature and the ratio between copper catalysts on the polymerization rate and the mol. weight parameters of the samples was studied. It was shown that the proposed system may be applied for obtaining well-defined copolymers of acrylonitrile with Me acrylate and di-Me itaconate via ARGET ATRP mechanism using low copper concentrations

Journal of Polymer Research published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C10H10O2, Recommanded Product: Dimethyl itaconate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Stakhi, Sergey A. published the artcileDetermination of Monomer Reactivity Ratios in Controlled Copolymerization of Acrylonitrile with Unsaturated Methyl Esters, Synthetic Route of 617-52-7, the publication is Polymer Science, Series B: Polymer Chemistry (2020), 62(3), 169-175, database is CAplus.

This paper reports the investigation of copolymerization of acrylonitrile with Me acrylate, di-Me maleate, di-Me fumarate and di-Me itaconate via atom transfer radical polymerization mechanism using copper bromide as a catalyst in combination with tris(2-pyridylmethyl)amine as a ligand. The reactivity ratios of monomers were evaluated using the Finemann-Ross and Kelen-Tudos methods basing on the copolymer composition determined by ¹H NMR spectroscopy. It was found that reversible deactivation mechanism has no significant influence on the monomer reactivity ratios. It was found that among the tested comonomers Me acrylate and di-Me itaconate seem to be the most suitable ones for obtaining well-defined copolymers of acrylonitrile.

Polymer Science, Series B: Polymer Chemistry published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C17H14O5, Synthetic Route of 617-52-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics