Tag: M.W=400-450

Chuh, Kelly N. published the artcileChanges in Metabolic Chemical Reporter Structure Yield a Selective Probe of O-GlcNAc Modification, SDS of cas: 359860-27-8, the publication is Journal of the American Chemical Society (2014), 136(35), 12283-12295, database is CAplus and MEDLINE.

Metabolic chem. reporters (MCRs) of glycosylation are analogs of monosaccharides that contain bioorthogonal functionalities and enable the direct visualization and identification of glycoproteins from living cells. Each MCR was initially thought to report on specific types of glycosylation. The authors and others demonstrated that several MCRs are metabolically transformed and enter multiple glycosylation pathways. Therefore, the development of selective MCRs remains a key unmet goal. The authors demonstrate here that 6-azido-6-deoxy-N-acetyl-glucosamine (6AzGlcNAc) is a specific MCR for O-GlcNAcylated proteins. Biochem. anal. and comparative proteomics with 6AzGlcNAc, N-azidoacetyl-glucosamine (GlcNAz), and N-azidoacetyl-galactosamine (GalNAz) revealed that 6AzGlcNAc exclusively labels intracellular proteins, while GlcNAz and GalNAz are incorporated into a combination of intracellular and extracellular/lumenal glycoproteins. Notably, 6AzGlcNAc cannot be biosynthetically transformed into the corresponding UDP sugar-donor by the canonical salvage-pathway that requires phosphorylation at the 6-hydroxyl. In vitro experiments showed that 6AzGlcNAc can bypass this roadblock through direct phosphorylation of its 1-hydroxyl by the enzyme phosphoacetylglucosamine mutase (AGM1). Taken together, 6AzGlcNAc enables the specific anal. of O-GlcNAcylated proteins, and these results suggest that specific MCRs for other types of glycosylation can be developed. Addnl., the authors’ data demonstrate that cells are equipped with a somewhat unappreciated metabolic flexibility with important implications for the biosynthesis of natural and unnatural carbohydrates.

Journal of the American Chemical Society published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, SDS of cas: 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Taldone, Tony published the artcileDesign, synthesis, and evaluation of small molecule Hsp90 probes, Related Products of imidazoles-derivatives, the publication is Bioorganic & Medicinal Chemistry (2011), 19(8), 2603-2614, database is CAplus and MEDLINE.

A number of compounds from different chem. classes are known to bind competitively to the ATP-pocket of Hsp90 and inhibit its chaperone function. The natural product geldanamycin was the first reported inhibitor of Hsp90 and since then synthetic inhibitors from purine, isoxazole and indazol-4-one chem. classes have been discovered and are currently or soon to be in clin. trials for the treatment of cancer. In spite of a similar binding mode to Hsp90, distinct biol. profiles were demonstrated among these mols., both in vitro and in vivo. To better understand the mol. basis for these dissimilarities, we report here the synthesis of chem. tools for three Hsp90 inhibitor classes. These agents will be useful for probing tumor-by-tumor the Hsp90 complexes isolated by specific inhibitors. Such information will lead to better understanding of tumor specific mol. markers to aid in their clin. development. It will also help to elucidate the mol. basis for the biol. differences observed among Hsp90 inhibitors.

Bioorganic & Medicinal Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C11H24O3, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Weng, Yangyang published the artcileNickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Nature Communications (2020), 11(1), 392, database is CAplus and MEDLINE.

By leveraging easily accessible tert-Bu isocyanide as the CO surrogate, a nickel-catalyzed allylic carbonylative coupling with alkyl zinc reagent RZnX (R = Me, n-Bu, Bn, cyclopentyl, 2-chloropyridin-5-yl, etc.; X = Br, Cl), allowing for the practical and straightforward preparation of synthetically important β,γ-unsaturated ketones R¹CH=C(R²)CH(R³)C(O)R (R¹ = n-Pr, Ph, cyclohexyl, furan-2-yl, etc.; R² = H, Me; R³ = H, Me, Et, cyclopropyl) in a linear-selective fashion with excellent trans-selectivity under mild conditions was described. Moreover, the undesired polycarbonylation process which is often encountered in palladium chem. could be completely suppressed. This nickel-based method features excellent functional group tolerance, even including the active aryl iodide functionality to allow the orthogonal derivatization of β,γ-unsaturated ketones. Preliminary mechanistic studies suggest that the reaction proceeds via π-allylnickel intermediate.

Nature Communications published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C12H14O2, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Yang, Ze-Kun published the artcileCross-coupling polycondensation via C-O or C-N bond cleavage, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Nature Communications (2018), 9(1), 1-7, database is CAplus and MEDLINE.

π-Conjugated polymers are widely used in optoelectronics for fabrication of organic photovoltaic devices, organic light-emitting diodes, organic field effect transistors, and so on. Here we describe the protocol for polycondensation of bifunctional aryl ethers or aryl ammonium salts with aromatic dimetallic compounds through cleavage of inert C-O/C-N bonds. This reaction proceeds smoothly in the presence of com. available Ni/Pd catalyst under mild conditions, affording the corresponding π-conjugated polymers with high mol. weight The method is applicable to monomers that are unreactive in other currently employed polymerization procedures, and opens up the possibility of transforming a range of naturally abundant chems. into useful functional compounds/polymers.

Nature Communications published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C11H21BF4N2O2, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Li, Jiang-Fei published the artcileConstruction 7-membered ring via Ni-Al bimetal-enabled C-H cyclization for synthesis of tricyclic imidazoles, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Nature Communications (2021), 12(1), 3070, database is CAplus and MEDLINE.

A direct construction of 7-membered rings via Ni-Al co-catalyzed unreactive C7-H cyclization of benzoimidazoles with alkenes, providing a series of tricyclic imidazoles such as I [R = Me, 2-FC₆H₄, BnO(CH₂)₂, etc.; R¹ = CF₃, 3-pyridyl, Bn, etc.; R² = H, 4-t-Bu, 4,5-F₂, etc.] in 40-98% yield and with up to 95:5 er was reported.

Nature Communications published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhao, Panpan published the artcileA simple preparation method for rare-earth phosphate nano materials using an ionic liquid-driven supported liquid membrane system, Product Details of C16H23F6N3O2, the publication is Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands) (2017), 369-376, database is CAplus.

For the first time, our group has developed a novel, high-flux strategy for shape-controlled synthesis of rare earth nano-materials (CePO₄) using ionic liquid(IL)-driven supported liquid membrane (HVHP, DUPAPORE) system. The system contains three phases including a supply phase of rare earth ions, a feed phase of phosphates, and ionic liquid-driven supporting liquid membrane phase. The imidazolium IL-driven supported liquid membrane is promising for nano-synthetic reaction of CePO₄. The anion types of immersed imidazolium IL have a critical role in the formation rate of CePO₄ nano-materials. Moreover, the adding SO^2-₄ anion or adjustment of pH in supply phase containing Ce(III) ions could control effectively the morphol. of the CePO₄ nano-materials. The result can be regarded as a good example, the IL:[C₄mim][Tf₂N] -driven support liquid membrane systems can be used to prepare nano-wire and nano-sphere structures of CePO₄ with high efficiency and flux. Besides, the IL-driven supported liquid membrane can be cycled many times by using the back flush activation method.

Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands) published new progress about 862731-66-6. 862731-66-6 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid, name is 1-octyl-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide, and the molecular formula is C10H10O3, Product Details of C16H23F6N3O2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lambert, Alexander published the artcileUltrasensitive Detection of Bacterial Protein Toxins on Patterned Microarray via Surface Plasmon Resonance Imaging with Signal Amplification by Conjugate Nanoparticle Clusters, Quality Control of 359860-27-8, the publication is ACS Sensors (2018), 3(9), 1639-1646, database is CAplus and MEDLINE.

Sensitive detection and monitoring of biol. interactions in a high throughput, multiplexed array format has numerous advantages. We report here a method to enhance detection sensitivity in surface plasmon resonance (SPR) spectroscopy and SPR imaging via the effect of accumulation of conjugated nanoparticles of varying sizes. Bacterial cholera toxin (CT) was chosen for the demonstration of enhanced immunoassay by SPR. After immobilization of CT on a gold surface, specific recognition is achieved by biotinylated anti-CT. The signal is amplified by the attachment of biotinylated 20nm AuNP via streptavidin bridge, followed by attachment of 5nm streptavidin-functionalized Fe3O4NP to the AuNP-biotin surface. The continuous surface binding of two differently-sized conjugated nanoparticles effectively increase their packing d. on surface; significantly improve SPR detection sensitivity, allowing quant. measurement of CT at very low concentration The dense packing of conjugated nanoparticles on the surface was confirmed by at. force microscopy characterization. SPR imaging of the immunoassay for high-throughput anal. utilized an Au-well microarray that attenuated the background resonance interference on the resulting images. A calibration curve of conjugated nanoparticle binding signal amplification for CT detection based on surface coverage has been obtained that shows a correlation in a range from 6.31 × 10-16 to 2.51 × 10-13 mol/cm2 with the limit of detection of 5.01 × 10-16 mol/cm2. The absolute quantity of detection limit using SPR imaging was 0.25 fmol. The versatile nanoparticles and biotin-streptavidin interaction used here should allow adaptation of this enhancement method to many other systems that include DNA, RNA, peptides, and carbohydrates, opening new avenues for ultrasensitive anal. of biomols.

ACS Sensors published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Quality Control of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lee, Kyung-Bok published the artcileSurface modification of poly(glycolic acid) (PGA) for biomedical applications, Related Products of imidazoles-derivatives, the publication is Journal of Pharmaceutical Sciences (2003), 92(5), 933-937, database is CAplus and MEDLINE.

The immobilization of biol. ligands (such as biotin and peptides) onto biodegradable polymer surfaces, including poly(glycolic acid) (PGA) sutures, is complicated by the absence of functional groups on the polymer backbone. We demonstrate a method for overcoming this problem, by attaching (+)-biotinyl-3,6,9-trioxaundecanediamine to the surface of PGA sutures, which immobilizes the ligand through an amide bond between amine (ligands) and carboxylic acid groups (surface-hydrolyzed PGA sutures). Fluorescence microscopy was used to verify the attachment of the biotin ligand to the surface of the PGA suture after a complexation with fluorescein-conjugated streptavidin. The strategy can be generalized to surface modifications of other biodegradable aliphatic polyesters, which would improve the properties of the polymers in biomedical applications such as active targeting of drugs based on ligand-attached, polymeric drug delivery systems.

Journal of Pharmaceutical Sciences published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Sun, Qiao published the artcileCobalt-catalyzed C(sp²)-H/C(sp³)-H coupling via directed C-H activation and 1,5-hydrogen atom transfer, Synthetic Route of 258278-25-0, the publication is Organic Chemistry Frontiers (2018), 5(4), 582-585, database is CAplus.

The regioselective synthesis of 1-[2-[(benzylamino)methyl]phenyl]ethanones such as I [R = H, 3-Cl, 4-Ph, etc.; R¹ = Me, n-Pr; R² = Et, n-Bu; R¹R² = (CH₂)₃, (CH₂)₄, (CH₂)₅, etc.] via cobalt-catalyzed C(sp²)-H/C(sp³)-H cross-coupling reaction between various (E)-aryl imines and 2-bromobenzyl-protected secondary amines was reported. Promoted by a combination of a cobalt-N-heterocyclic carbene catalyst and Grignard reagent, the reaction was allowed for the introduction of α-aminoalkyl groups into the ortho position of the imine at a mild temperature The cobalt catalyst was proposed to play key roles in two distinct modes of C-H cleavage, i.e., directed C-H metalation and 1,5-hydrogen atom transfer.

Organic Chemistry Frontiers published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C7H5Cl2NO, Synthetic Route of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Slade, Peter G. published the artcileProteins Modified by the Lipid Peroxidation Aldehyde 9,12-Dioxo-10(E)-dodecenoic Acid in MCF7 Breast Cancer Cells, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Chemical Research in Toxicology (2010), 23(3), 557-567, database is CAplus and MEDLINE.

The hydroperoxide of linoleic acid (13-HPODE) degrades to 9,12-dioxo-10(E)-dodecenoic acid (DODE), which readily modifies proteins. This study identified the major proteins in MCF7 cells modified by DODE. To reduce false positives, three methods were used to identify DODE-modified proteins. First, cells were treated with a synthetically biotinylated 13-HPODE (13-HPODE-biotin). Modified proteins were enriched by NeutrAvidin affinity and identified by two-dimensional liquid chromatog.-tandem mass spectrometry (2D LC-MS/MS). Second, cells were treated with native 13-HPODE. Protein carbonyls were biotinylated with an aldehyde reactive probe, and modified proteins were enriched by NeutrAvidin affinity and identified by 2D LC-MS/MS. Third, using a newly developed DODE antibody, DODE-modified proteins were located by 2D SDS-PAGE and Western blot and identified by in-gel digestion and LC-MS/MS. Anal. of the proteins characterized by all three methods revealed a significant overlap and identified 32 primary proteins modified by DODE in MCF7 cells. These results demonstrated the feasibility for the cellular formation of DODE protein-carbonyl adducts that may be future indicators of oxidative stress.

Chemical Research in Toxicology published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C8H11NO, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem