Tag: M.W=400-450

Ren, Xi published the artcileMetabolic glycan labeling and chemoselective functionalization of native biomaterials, Related Products of imidazoles-derivatives, the publication is Biomaterials (2018), 127-134, database is CAplus and MEDLINE.

Decellularized native extracellular matrix (ECM) biomaterials are widely used in tissue engineering and have reached clin. application as biomesh implants. To enhance their regenerative properties and postimplantation performance, ECM biomaterials could be functionalized via immobilization of bioactive mols. To facilitate ECM functionalization, we developed a metabolic glycan labeling approach using physiol. pathways to covalently incorporate click-reactive azide ligands into the native ECM of a wide variety of rodent tissues and organs in vivo, and into the ECM of isolated rodent and porcine lungs cultured ex vivo. The incorporated azides within the ECM were preserved after decellularization and served as chemoselective ligands for subsequent bioconjugation via click chem. As proof of principle, we generated alkyne-modified heparin, immobilized it onto azide-incorporated acellular lungs, and demonstrated its bioactivity by Antithrombin III immobilization and Factor Xa inhibition. The herein reported metabolic glycan labeling approach represents a novel platform technol. for manufacturing click-reactive native ECM biomaterials, thereby enabling efficient and chemoselective functionalization of these materials to facilitate tissue regeneration and repair.

Biomaterials 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

Minnick, Jennifer L. published the artcileC-X (X = N, O) cross-coupling reactions catalyzed by copper-pincer bis(N-heterocyclic carbene) complexes, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Frontiers in Chemistry (Lausanne, Switzerland) (2019), 12pp., database is CAplus and MEDLINE.

The application of these complexes in Ullmann-type C-X (X = N, O) coupling of azoles such as 1H-imidazole, benzimidazole, pyrazole and phenols such as phenol, p-cresol with aryl halides ArI (Ar = Ph, 1-phenylethan-1-one, 2-methylphenyl, etc.) in a relatively short reaction time has been reported. In contrast to other well-defined copper(I) catalysts that require an inert atm. for an efficient C-X coupling, the employed Cu(I)-pincer bis(NHC) complexes provide good to excellent yields in air. The air-assisted reactivity, unlike that in the Sonogashira reaction, is also affected by the base employed and the reaction time. With Cs₂CO₃ and K₂CO₃, the oxygen-generated catalyst is more reactive than the catalyst formed under argon in a short reaction time (12 h). However, the difference in reactivity is compromised after a 24 h reaction with K₂CO₃. The efficient pincer Cu-NHC/O₂/Cs₂CO₃system provides great to excellent cross-coupling yields for electronically diverse aryl iodides and imidazole derivatives The catalyst scope is controlled by a balance between nucleophilicity, coordinating ability, and steric hindrance of aryl halides and N-/O-nucleophiles.

Frontiers in Chemistry (Lausanne, Switzerland) 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

Zhang, Jie published the artcileStrecker reaction of ethyl cyanoformate with aldimines catalyzed by N-heterocyclic carbene, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Youji Huaxue (2017), 37(4), 914-919, database is CAplus.

The Strecker reaction of Et cyanoformate with aldimines was carried out with N-heterocyclic carbene (NHC) as the catalyst. The reaction conditions were optimized with different catalysts, catalyst loading and various solvents. Fourteen α-aminonitriles were synthesized via the optimal reaction conditions. It was found that both aromatic and aliphatic aldimines were suitable electrophiles and the highest yield was 93%. The reaction has the virtue of simple operation, mild reaction condition, high yield and environment friendliness.

Youji Huaxue 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 C5H7BO2S, 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

Xiao, Junzhe published the artcileRoom Temperature Allenation of Terminal Alkynes with Aldehydes, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Angewandte Chemie, International Edition (2021), 60(49), 25708-25713, database is CAplus and MEDLINE.

A gold-catalyzed room temperature allenation of terminal alkynes (ATA) with aldehydes affording 1,3-disubstituted allenes with diverse functional groups was developed by identifying a gold(I) catalyst and an amine. The practicality of this reaction had been demonstrated by a ten gram-scale synthesis and the synthetic potentials have been demonstrated via various transformations and formal total synthesis of (-)-centrolobine. Mechanistic studies revealed that the gold catalyst, the aldehyde effect, the fluoroalkyl hydroxyl solvent (TFE or HFIP) and the structure of amine were vital in this room temperature ATA reaction.

Angewandte Chemie, International Edition 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 C8H17Br, Application 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

Nusz, Greg J. published the artcileRational Selection of Gold Nanorod Geometry for Label-Free Plasmonic Biosensors, Related Products of imidazoles-derivatives, the publication is ACS Nano (2009), 3(4), 795-806, database is CAplus and MEDLINE.

The authors present the development of an anal. model that can be used for the rational design of a biosensor based on shifts in the local surface plasmon resonance (LSPR) of individual gold nanoparticles. The model relates the peak wavelength of light scattered by an individual plasmonic nanoparticle to the number of bound analyte mols. and provides an anal. formulation that predicts relevant figures-of-merit of the sensor such as the mol. detection limit (MDL) and dynamic range as a function of nanoparticle geometry and detection system parameters. The model calculates LSPR shifts for individual mols. bound by a nanorod, so that the MDL is defined as the smallest number of bound mols. that is measurable by the system, and the dynamic range is defined as the maximum number of mols. that can be detected by a single nanorod. This model is useful because it will allow a priori design of an LSPR sensor with figures-of-merit that can be optimized for the target analyte. This model was used to design an LSPR sensor based on biotin-functionalized gold nanorods that offers the lowest MDL for this class of sensors. The model predicts a MDL of 18 streptavidin mols. for this sensor, which is in good agreement with experiments and estimates Further, the authors discuss how the model can be utilized to guide the development of future generations of LSPR biosensors.

ACS Nano 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

Wang, Qiwei published the artcilePd(NHC)(cinnamyl)Cl-catalyzed Suzuki cross-coupling reaction of aryl sulfonates with arylboronic acids, Product Details of C27H39ClN2, the publication is Molecular Diversity (2020), 24(4), 903-911, database is CAplus and MEDLINE.

A series of N-heterocyclic carbene (NHC)-palladium catalysts were synthesized and efficiently applied to catalyze the Suzuki coupling reaction between aryl sulfonates and arylboronic acids with the use of potassium phosphate heptahydrate as a base. The desired yields were obtained even with less reactive aryl tosylates or aryl mesylates as substrates. This method was applied successfully for the synthesis of (R)-2-(t-butoxycarbonylamino)-3-(biphenyl-4-yl)-propan-1-ol which is the key intermediate of sacubitril, a component of the newly approved antihypertensive drug “Entresto”.

Molecular Diversity 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 C13H10O2, Product Details of C27H39ClN2.

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

Kang, Shoukai published the artcileCOMBINES-CID: An Efficient Method for De Novo Engineering of Highly Specific Chemically Induced Protein Dimerization Systems, COA of Formula: C18H34N4O5S, the publication is Journal of the American Chemical Society (2019), 141(28), 10948-10952, database is CAplus and MEDLINE.

Chem. induced dimerization (CID) systems, in which two proteins dimerize only in the presence of a small mol. ligand, offer versatile tools for small mol. sensing and actuation. However, only a handful of CID systems exist and creating one with the desired sensitivity and specificity for any given ligand is an unsolved problem. Here, we developed a combinatorial binders-enabled selection of CID (COMBINES-CID) method broadly applicable to different ligands. We demonstrated a proof-of-principle by generating nanobody-based heterodimerization systems induced by cannabidiol with high ligand selectivity. We applied the CID system to a sensitive sandwich ELISA-like assay of cannabidiol in body fluids with a detection limit of �.25 ng/mL. COMBINES-CID provides an efficient, cost-effective solution for expanding the biosensor toolkit for small mol. detection.

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, COA of Formula: C18H34N4O5S.

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

Czegeni, Csilla Eniko published the artcileSelective hydration of nitriles to corresponding amides in air with Rh(I)-N-heterocyclic complex catalysts, Formula: C27H39ClN2, the publication is Catalysts (2020), 10(1), 125, database is CAplus.

A new synthetic method for obtaining [RhCl(cod)(NHC)] complexes (1–4) (cod = η⁴ -1,5- cyclooctadiene, NHC = N-heterocyclic carbene: IMes, SIMes, IPr, and SIPr, resp.) is reported together with the catalytic properties of 1–4 in nitrile hydration. In addition to the characterization of 1–4 in solution by ¹³C NMR spectroscopy, the structures of complexes 3, and 4 have been established also in the solid state with single-crystal X-ray diffraction anal. The Rh(I)-NHC complexes displayed excellent catalytic activity in hydration of aromatic nitriles (up to TOF = 276 h^-1) in water/2-propanol (1/1 volume/volume) mixtures in air.

Catalysts 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, Formula: C27H39ClN2.

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

Gadekar, Santosh C. published the artcileRerouting the Organocatalytic Benzoin Reaction toward Aldehyde Deuteration, Formula: C27H39ClN2, the publication is ACS Catalysis (2021), 11(23), 14561-14569, database is CAplus.

Herein, studies aimed at stabilizing reactive intermediates in the N-heterocyclic carbene (NHC) catalytic cycle was described, which enabled the full shutdown of the known benzoin coupling pathway, while rerouting its intermediates toward deuteration. The reversible nature of NHC catalysis and the selective stabilization of reaction intermediates facilitated clean hydrogen-deuterium exchange reactions of aromatic aldehydes by D₂O, even for challenging electron-withdrawing substrates. In several cases, the addition of catalytic amounts of Ph boronic acid was used to further stabilize highly reactive intermediates and mitigate the formation of benzoin coupling byproducts. The mechanistic understanding at the foundation of this work resulted in unprecedented mild conditions with base and catalyst loadings as low as 0.1 mol %, and a scalable deuteration reaction applicable to a broad substrate scope with outstanding functional group tolerance. More importantly, adopting this approach enabled the construction of a guideline for identifying the appropriate catalyst and conditions for different substrates. Exptl. studies combined with machine learning and computational methods shed light on the nontrivial mechanistic underpinnings of this reaction.

ACS Catalysis 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, Formula: C27H39ClN2.

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

Liu, Ying published the artcileDetection of Membrane-Binding Proteins by Surface Plasmon Resonance with an All-Aqueous Amplification Scheme, Formula: C18H34N4O5S, the publication is Analytical Chemistry (Washington, DC, United States) (2012), 84(7), 3179-3186, database is CAplus and MEDLINE.

The authors report here a surface plasmon resonance (SPR) method for detection of cell membrane binding proteins with high degree signal amplification carried out in an all-aqueous condition. Ultrahigh detection sensitivity was achieved for a membrane-based biosensing interface through the use of functional gold nanoparticles (AuNP) in combination with in situ atom transfer radical polymerization (ATRP) reaction. Fusion of phosphatidylcholine vesicles on a calcinated SPR gold chip established a supported bilayer membrane in which cell receptor monosialoganglioside GM1 was embedded for capture of bacterial cholera toxin (CT). The surface-bound CT was recognized with biotinylated anti-CT, which was linked to the biotin-AuNP through an avidin bridge. The biotin-AuNP surface was functionalized with ATRP initiator that triggers localized growth of poly(hydroxyl-Et methacrylate) (PHEMA) brush, contributing to marked SPR signal enhancement and quant. measurement of CT at very low concentrations The resulting polymer film has been characterized by optical and at. force microscopy. A calibration curve for CT detection has been obtained displaying a response range from 6.3 × 10^-16 to 6.3 × 10^-8 M with a detection limit of 160 aM (equivalent to âˆ?500 mols. in 100 μL sample solution). Sensitive detection of biomols. in complex medium has been conducted with CT-spiked serum, and the detection limit can be effectively improved by 6 orders of magnitude compared to direct measurement in serum. The combined AuNP/ATRP method reported here opens new avenues for ultrasensitive detection of proteins on delicate sensor interfaces constructed by lipid membranes or cell membrane mimics.

Analytical Chemistry (Washington, DC, United States) 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, Formula: C18H34N4O5S.

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