Category: imidazoles-derivatives

Jahn, Kasper published the artcileFunctional Patterning of DNA Origami by Parallel Enzymatic Modification, Application of 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 Bioconjugate Chemistry (2011), 22(4), 819-823, database is CAplus and MEDLINE.

We demonstrate here a rapid and cost-effective technique for nanoscale patterning of functional mols. on the surface of a DNA origami. The pattern is created enzymically by transferring a functionalized dideoxynucleotide to the 3′-end of an arbitrary selected set of synthetic DNA oligonucleotides positioned approx. 6 nm apart in a 70 × 100 nm² rectangular DNA origami. The modifications, which are performed in a single-tube reaction, provide an origami surface modified with a variety of functional groups including chem. handles, fluorescent dyes, or ligands for subsequent binding of proteins. Efficient labeling and patterning was demonstrated by gel electrophoresis shift assays, reverse-phase HPLC, mass spectrometry, at. force microscopy (AFM) anal., and fluorescence measurements. The results show a very high yield of oligonucleotide labeling and incorporation in the DNA origami. This method expands the toolbox for constructing several different modified DNA origami from the same set of staple strands.

Bioconjugate 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 C18H34N4O5S, Application of 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

Fadaei, Fatemeh published the artcileStructural specificity of groove binding mechanism between imidazolium-based ionic liquids and DNA revealed by synchrotron-UV Resonance Raman spectroscopy and molecular dynamics simulations, Related Products of imidazoles-derivatives, the publication is Journal of Molecular Liquids (2022), 118350, database is CAplus.

The predicted capability of Ionic Liquids (ILs) in stabilizing the native structure of nucleic acids is relevant in biotechnol., especially for DNA storage and handling. In the present work, we implement a joint combination of advanced spectroscopic techniques such as synchrotron radiation-UV Resonance Raman spectroscopy (SR-UVRR) and mol. dynamics (MD) simulations for deepening insight into the sequence and structural specificity of the binding interactions between imidazolium-based ILs and both the phosphate groups and nucleobases in the minor and major grooves of double-stranded DNA. A 30-base pair double-stranded DNA structure has been chosen as a model of natural DNA. The exptl. and simulation results give evidence of the predominance of a groove binding mechanism between ILs cations and DNA, with preferential interactions among guanine residues and the shorter alkyl-chain length on imidazolium cations. Raman experiments allowed us to detect both cooperative transition and reversible pre-melting structural transformations that involve specific tracts in the structure of DNA and are turned on at lower temperatures for guanine residues than for adenine ones. The more marked effect on the pre-melting states of adenine operated by the imidazolium-based ILs with chloride as anion suggests a selective strong interaction of this anion with the DNA’s adenine-rich tracts. MD simulation results reveal the influence of ILs on the structural properties of DNA and provide more details about the solvation, interaction, stability and flexibility of DNA in the hydrated ILs. According to MD analyses, simultaneous electrostatic and hydrophobic interactions drive the shorter alkyl-chain length of imidazolium cations to have greater interplays with the DNA major groove.

Journal of Molecular Liquids published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Related Products of imidazoles-derivatives.

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

Davila, Johanna published the artcileBioaffinity Sensor Based on Nanoarchitectonic Films: Control of the Specific Adsorption of Proteins through the Dual Role of an Ethylene Oxide Spacer, Computed Properties of 359860-27-8, the publication is Langmuir (2013), 29(24), 7488-7498, database is CAplus and MEDLINE.

The identification and quantification of biomarkers or proteins is a real challenge in allowing the early detection of diseases. The functionalization of the biosensor surface has to be properly designed to prevent nonspecific interactions and to detect the biomol. of interest specifically. A multilayered nanoarchitecture, based on polyelectrolyte multilayers (PEM) and the sequential immobilization of streptavidin and a biotinylated antibody, was elaborated as a promising platform for the label-free sensing of targeted proteins. The authors choose ovalbumin as an example. Thanks to the versatility of PEM films, the platform was built on two types of sensor surface and was evaluated using both optical- and viscoelastic-based techniques, namely, optical waveguide lightmode spectroscopy and the quartz crystal microbalance, resp. A library of biotinylated poly(acrylic acids) (PAAs) was synthesized by grafting biotin moieties at different grafting ratios (GR). The biotin moieties were linked to the PAA chains through ethylene oxide (EO) spacers of different lengths. The adsorption of the PAA-EO_n-biotin (GR) layer on a PEM precursor film allows tuning the surface d. in biotin and thus the streptavidin adsorption mainly through the grafting ratio. The nonspecific adsorption of serum was reduced and even suppressed depending on the length of the EO arms. To obtain an antifouling polyelectrolyte the grafting of EO₉ or EO₁₉ chains at 25% in GR is sufficient. Thus, the spacer has a dual role: ensuring the antifouling property and allowing the accessibility of biotin moieties. Finally, an optimized platform based on the PAA-EO₉-biotin (25%)/streptavidin/biotinylated-antibody architecture was built and demonstrated promising performance as interface architecture for bioaffinity sensing of a targeted protein, in the authors’ case, ovalbumin.

Langmuir 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, Computed Properties of 359860-27-8.

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

Willems, Suzanne published the artcileA site-selective and stereospecific cascade Suzuki-Miyaura annulation of alkyl 1,2-bisboronic esters and 2,2′-dihalo 1,1′-biaryls, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(32), 3909-3912, database is CAplus and MEDLINE.

A cascade Suzuki-Miyaura cross-coupling gave rise to 9,10-dihydrophenanthrenes I [R¹ = n-Pr, n-hexyl, (CH₂)₂Ph, etc.; R² = H, 3-Me, 2-F, etc.; R³ = H, 6-Me, 7-F, etc.] was developed. Using biaryls with unsym. substitution-pattern full site-selectivity was observed Furthermore, this cross-coupling of an alkyl 1,2-bisboronic pinacol ester proceeded through the challenging coupling of a secondary boronate with complete stereoretention.

Chemical Communications (Cambridge, United Kingdom) 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 C19H14O2, 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

Khristich, B. I. published the artcileFree-radical hydroxymethylation of benzimidazole, SDS of cas: 7467-35-8, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1982), 1679-81, database is CAplus.

Free radical hydroxymethylation of benzimidazoles I (R = Me, PhCH₂, Ph, p-MeOC₆H₄, p-PhC₆H₄, R¹ = R² = H; R = Me, R¹ = NO₂, MeO, R² = H) to give hydroxymethyl derivatives I (R² = CH₂OH) was carried out by refluxing in aqueous MeOH containing concentrated H₂SO₄ and (NH₄)₂S₂O₈ 24 h, or by heating aqueous MeOH containing concentrated H₂SO₄ and (NH₄)₂S₂O₈ in an ampule 7 h at 40-50°, or by refluxing an aqueous MeOH solution containing concentrated H₂SO₄, AgNO₃, and (NH₄)₂S₂O₈ 3 h. Higher yields were obtained via the last method.

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, SDS of cas: 7467-35-8.

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

Rahaman, Mohammad Shahinur published the artcileCooperative Bronsted-Lewis acid sites created by phosphotungstic acid encapsulated metal-organic frameworks for selective glucose conversion to 5-hydroxymethylfurfural, Name: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Fuel (2022), 310(Part_C), 122459, database is CAplus.

Production of 5-hydroxymethylfurfural (HMF) from biomass-derived glucose has great potential for synthesis of renewable fuels and chems. Selective glucose conversion to 5-hydroxymethylfurfural requires a balance between Lewis and Bronsted acids for the cascade of glucose isomerization followed by fructose dehydration. A dual Bronsted-Lewis acid, phosphotungstic acid encapsulated MIL-101(Al)-NH₂ metal-organic frameworks (MOFs) was developed to catalyze the glucose dehydration reaction. The encapsulated catalysts had a high HMF selectivity of 58% at 44% glucose conversion at 120°C in [C₄C₁i.m.]Cl. Phosphotungstic acid was uniformly dispersed in the MOF pores, which provided both Bronsted and Lewis acid sites for this cascade reaction. The Bronsted acidic phosphotungstic acid-encapsulated MOF catalyst was stable and recyclable at least four times. These findings explain the effect of phosphotungstic acid location for maximizing the HMF selectivity and suggest a new approach for the design of bifunctional solid acid catalysts for selective HMF production from glucose. Moreover, the tunability of the acid properties of the encapsulated MOF catalysts provides opportunities for other biomass transformations.

Fuel published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Name: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Laha, Joydev K. published the artcileSulfate Radical Anion (SO₄^•-) Mediated C(sp³)-H Nitrogenation/Oxygenation in N-Aryl Benzylic Amines Expanded the Scope for the Synthesis of Benzamidine/Oxazine Heterocycles, Product Details of C19H14N2, the publication is Journal of Organic Chemistry (2015), 80(22), 11351-11359, database is CAplus and MEDLINE.

A transition-metal-free, K₂S₂O₈-mediated intramol. oxidative nitrogenation/oxygenation of C(sp³)-H in N-aryl benzylic amines followed by oxidation at the benzylic center has been developed for the synthesis of benzamidine/benzoxazine heterocycles, providing an expedient access to quinazolin-4(3H)-ones, N-aryl-2-arylbenzimidazoles, and 4H-3,1-benzoxazin-4-ones. A considerable amount of work dealing with the mechanistic study to understand the crucial intramol. cyclization step largely favors an iminium ion as the key intermediate.

Journal of Organic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Product Details of C19H14N2.

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

Ryabukhin, Dmitry S. published the artcileReactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkyl-substituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species, SDS of cas: 7467-35-8, the publication is Beilstein Journal of Organic Chemistry (2019), 1962-1973, database is CAplus and MEDLINE.

Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Bronsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations; and plausible reaction mechanisms were discussed.

Beilstein Journal of Organic Chemistry published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, SDS of cas: 7467-35-8.

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

Guiao, Karelle S. published the artcileGreen mechano-chemical processing of lignocellulosic biomass for lignin recovery, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Chemosphere (2022), 133647, database is CAplus and MEDLINE.

Lignin extraction from biomass is heavily dependent on chem. processes that are harmful to the environment and the quality of the recovered lignin. Ionic liquid solvents are some of the latest solutions in green processing; however, their implementation for lignin recovery is limited by their high cost, typically high loadings requirements, and long processing times. To overcome these issues, in this study, high loadings of mixed hardwood flour (MHF) were processed with 1-butyl-3-methylimidazolium chloride (BmimCl) in a batch mixer. The rheol. behavior of the biomass and ionic liquid mixture was studied. The mixture had a high complex viscosity (approx. 10⁷ Pa s) at low shear rates and displayed pronounced shear thinning behavior at 50 wt% MHF loading. A 2² factorial design was also implemented to study the effects of MHF solid loading amount and residence time on lignin extraction yield. A maximum yield of 36.6% was obtained at the maximum solid loading amount and residence time (50 wt% and 45 min, resp.). The extracted lignin samples were also characterized in comparison with com. kraft lignin and lignosulfonate. The novelty of this study is the successful lignin extraction at high solid loadings and shorter residence times compared to previous biomass pre-treatments with ionic liquids that employs low solid loading and long processing times.

Chemosphere published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Guiao, Karelle S. published the artcileThermo-mechano-chemical deconstruction of cellulose for cellulose nanocrystal production by reactive processing, SDS of cas: 79917-90-1, the publication is Carbohydrate Polymers (2022), 119543, database is CAplus and MEDLINE.

The com. production of cellulose nanocrystals (CNCs) requires high concentration of sulfuric or other acids such as hydrochloric, phosphoric, and nitric acids. However, these acids and the involved process are corrosive, toxic, energy-intensive, and not environmentally safe. In this work, a batch mixer reactive process that entails high shear was implemented using 1-butyl-3-methylimidazolium chloride (BmimCl) media and molten oxalic acid dihydrate (OA) to produce CNCs from cellulose. Through this, a maximum CNC yield (59 wt%) was obtained with a mixture composition of 1:0.7:0.075 (Cellulose:BmimCl:OA, weight/weight/w) and a processing time of 2.5 min. Further investigation revealed that the particle size, degree of crystallinity, and thermal stability of the produced CNCs were found to be competitive with those of a com. CNC product. This study asserts the potential industrial application of an efficient ionic liquid and molten organic acid treatment for CNC production via reactive processing in a batch mixer.

Carbohydrate Polymers published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, SDS of cas: 79917-90-1.

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