Tag: M.W=400-450

Miralles, Nuria published the artcileCopper-Mediated S_N2′ Allyl-Alkyl and Allyl-Boryl Couplings of Vinyl Cyclic Carbonates, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Organic Letters (2017), 19(22), 6096-6099, database is CAplus and MEDLINE.

A method for the Cu-catalyzed borylmethylation and borylation of vinyl cyclic carbonates through an S_N2′ mechanism is reported. These singular reactions involve selective S_N2′ allylic substitutions with concomitant ring opening of the cyclic carbonate and with extrusion of CO₂ and formation of a useful hydroxyl functionality in a single step. The stereoselectivity of the homoallylic borylation and allylic borylation processes can be controlled, and synthetically useful unsaturated (E)-pent-2-ene-1,5-diols and (E)-but-2-ene-1,4-diols are accessed.

Organic Letters 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, 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

Tomlin, Frederick M. published the artcileSite-specific incorporation of quadricyclane into a protein and photocleavage of the quadricyclane ligation adduct, Category: imidazoles-derivatives, the publication is Bioorganic & Medicinal Chemistry (2018), 26(19), 5280-5290, database is CAplus and MEDLINE.

The quadricyclane (QC) ligation is a bioorthogonal reaction between a quadricyclane moiety and a nickel bis(dithiolene) derivative Here we show that a QC amino acid can be incorporated into a protein site-specifically using the pyrrolysine-based genetic code expansion platform, and subsequently used for ligation chem. Addnl., we exploited the photolability of the QC ligation product to render the adduct cleavable with a handheld UV lamp. We further developed a protein purification method that involves QC ligation of biotin to a protein of interest, capture on streptavidin resin, and finally release using only UV light. The QC ligation thus brings novel chem. manipulations to the realm of bioorthogonal chem.

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 C11H15BFNO3, Category: imidazoles-derivatives.

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

Chiu, Hsien-Po published the artcileSimultaneous Purification and Site-Specific Modification of Pyrroline-Carboxy-Lysine Proteins, Synthetic Route of 359860-27-8, the publication is ChemBioChem (2012), 13(3), 364-366, database is CAplus and MEDLINE.

Pyrrolinecarboxylysine (Pcl) is readily incorporated into proteins expressed in Escherichia coli and in mammalian cells by the unmodified pyrrolysyl-tRNA/tRNA synthetase pair in response to the amber nonsense (TAG) codon. Pcl is specifically and covalently modified by 2-aminoacetophenone (2-AAP) or 2-aminobenzaldehyde (2-ABA) groups. Taking advantage of the reversibility of this reaction, the authors illustrate that Pcl-containing proteins can be purified by a resin bearing the immobilized 2-AAP moiety. Moreover, the authors demonstrate that 2-ABA reagents can be used to simultaneously elute and site-specifically modify two model proteins with fluorophores, a biotin affinity label, a disaccharide and a nitrophenyl hapten. These data suggest that Pcl can in principle be used as a single amino acid affinity purification and modification tag.

ChemBioChem 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, Synthetic Route of 359860-27-8.

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

Ning, Xinghai published the artcileVisualizing metabolically labeled glycoconjugates of living cells by copper-free and fast huisgen cycloadditions, SDS of cas: 359860-27-8, the publication is Angewandte Chemie, International Edition (2008), 47(12), 2253-2255, database is CAplus and MEDLINE.

4-Dibenzocyclooctynol reacts, in the absence of a Cu^I catalyst, exceptionally fast with azido-containing saccharides and amino acids to give stable triazoles. A biotin-modified derivative is ideally suited for visualizing and tracking glycoconjugates of living cells that are metabolically labeled with azido-containing monosaccharides.

Angewandte Chemie, International Edition 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

Lee, Shao-Chi published the artcileNickel-catalyzed exo-selective hydroacylation/Suzuki cross-coupling reaction, Synthetic Route of 258278-25-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(99), 14984-14987, database is CAplus and MEDLINE.

The first nickel-catalyzed intramol. hydroacylation/Suzuki cross coupling cascade of phenylboronic acid neopentyl glycol esters I (R = Ph, anthracen-9-yl, thiophen-2-yl, etc.) with a broad range of o-allylbenzaldehydes 2-CH₂=CHCH₂-4-R³-5-R²-6-R¹C₆HCHO (R¹ = H, R² = H, OMe; R¹R² = CH=CHCH=CH; R³ = H, OMe, Me, F) has been developed. This strategy shows high regioselectivity and step economy in the construction of two C-C bonds via aldehyde C-H bond activation, affording valuable indanones II with high efficiency.

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 C27H39ClN2, Synthetic Route of 258278-25-0.

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

Tanaka, Fujie published the artcileDevelopment of a Small Peptide Tag for Covalent Labeling of Proteins, Category: imidazoles-derivatives, the publication is Bioconjugate Chemistry (2007), 18(4), 1318-1324, database is CAplus and MEDLINE.

A 21-mer peptide that can be used to covalently introduce synthetic mols. into proteins has been developed. Phage-displayed peptide libraries were subjected to reaction-based selection with 1,3-diketones. The peptide was further evolved by addition of a randomized region and reselection for improved binding. The resulting 21-mer peptide had a reactive amino group that formed an enaminone with 1,3-diketone and was used as a tag for labeling of maltose binding protein. Using this peptide tag and 1,3-diketone derivatives, a variety of mols. such as reporter probes and functionalities may be covalently introduced into proteins of interest.

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 C3H7NO2, Category: imidazoles-derivatives.

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

Choi, Jae-Hak published the artcilePatterned immobilization of biomolecules by using ion irradiation-induced graft polymerization, Formula: C18H34N4O5S, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2009), 47(22), 6124-6134, database is CAplus.

A new method for biomol. patterning based on ion irradiation-induced graft polymerization was demonstrated in this study. Ion irradiation on a polymer surface resulted in the formation of active species, which was further used for surface-initiated graft polymerization of acrylic acid. The results of the grafting study revealed that the surface graft polymerization using 20 vol % of acrylic acid on the poly(tetrafluoroethylene) (PTFE) film irradiated at the fluence of 1 × 10¹⁵ ions/cm² for 12 h was the optimum graft polymerization condition to achieve the maximum grafting degree. The results of the fluorescence microscopy also revealed that the optimum fluence to achieve the maximum fluorescence intensity was 1 × 10¹⁵ ions/cm². The grafting of acrylic acid on the PTFE surfaces was confirmed by a fluorescence labeling method. The grafted PTFE films were used for the immobilization of amine-functionalized p-DNA, followed by hybridization with fluorescently tagged c-DNA. Biotin-amine was also immobilized on the acrylic acid grafted PTFE surfaces. Successful biotin-specific binding of streptavidin further confirmed the potential of this strategy for patterning of various biomols. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 6124-6134, 2009.

Journal of Polymer Science, Part A: Polymer 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, Formula: C18H34N4O5S.

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

Kim, Dong-Ki published the artcileMicropatterning of proteins on ion beam-induced poly(acrylic acid)-grafted polyethylene film, SDS of cas: 359860-27-8, the publication is Polymers for Advanced Technologies (2011), 22(12), 1989-1992, database is CAplus.

Micropatterns of proteins were created by using patterned ion beam irradiation onto a polyethylene film and graft polymerization of acrylic acid. Acrylic acid was selectively graft polymerized on the irradiated regions. The results of the grafting study revealed that the optimum fluence to achieve the maximum grafting degree was 1 × 10¹⁵ ions/cm². Biotin was covalently immobilized on the grafted regions of the polyethylene film. Protein patterning was achieved through specific binding of biotin and streptavidin. The resolved protein patterns with the maximum fluorescence intensity were achieved on the poly(acrylic acid) (PAA)-grafted polyethylene films prepared at the fluence of 1 × 10¹⁵ ions/cm². This method can be used for patterning of various biomols. and for further biol. applications.

Polymers for Advanced Technologies 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

Veenboer, Richard M. P. published the artcileExpedient Syntheses of Neutral and Cationic Au(I)-NHC Complexes, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Organometallics (2017), 36(18), 3645-3653, database is CAplus.

The synthesis and isolation of Au(I) precatalysts often requires the generation of several isolable intermediates as well as numerous purification steps. New protocols for the expedient synthesis of neutral [Au(OH)(NHC)] and [Au(CH₂COCH₃)(NHC)] species from [AuCl(NHC)] or [AuCl(DMS)] precursors bearing a variety of N-heterocyclic carbene (NHC) ligands are presented. These methods can be employed in a telescoping manner for the synthesis of catalytically relevant [Au(NTf₂)(NHC)] and [Au(NHC)(NCCH₃)][BF₄] complexes. These attractive methods are straightforward and practical leading to various complexes in high isolated yields and purity.

Organometallics 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 C13H26N2, 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

Jares-Erijman, E. published the artcileImaging quantum dots switched on and off by photochromic fluorescence resonance energy transfer (pcFRET), 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 Molecular Crystals and Liquid Crystals (2005), 257-265, database is CAplus.

The reversible modulation of the emission of CdSe/ZnS semiconductor nanocrystals (quantum dots) was achieved by binding photochromic diheteroarylethenes and switchable acceptors for fluorescence resonance energy transfer. A biotinylated diheteroarylethene derivative was bound to quantum dots bearing conjugated streptavidin, leading to an intensity decrease as a consequence of energy transfer to the closed form of the acceptor. Interconversion between the open and closed forms by irradiation with 365 and 546 nm light enabled deactivation and activation, resp., of the FRET process with a corresponding modulation of quantum dot emission, observed both in solution and by sequential wide-field imaging.

Molecular Crystals and Liquid Crystals 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, 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