Month: November 2022

Roam, Jacob L. published the artcileA modular, plasmin-sensitive, clickable poly(ethylene glycol)-heparin-laminin microsphere system for establishing growth factor gradients in nerve guidance conduits, HPLC of Formula: 1353016-70-2, the publication is Biomaterials (2015), 112-124, database is CAplus and MEDLINE.

Peripheral nerve regeneration is a complex problem that, despite many advancements and innovations, still has sub-optimal outcomes. Compared to biol. derived acellular nerve grafts and autografts, completely synthetic nerve guidance conduits (NGC), which allow for precise engineering of their properties, are promising but still far from optimal. We have developed an almost entirely synthetic NGC that allows control of soluble growth factor delivery kinetics, cell-initiated degradability and cell attachment. We have focused on the spatial patterning of glial-cell derived human neurotrophic factor (GDNF), which promotes motor axon extension. The base scaffolds consisted of heparin-containing poly(ethylene glycol) (PEG) microspheres. The modular microsphere format greatly simplifies the formation of concentration gradients of reversibly bound GDNF. To facilitate axon extension, we engineered the microspheres with tunable plasmin degradability. ‘Click’ crosslinking chemistries were also added to allow scaffold formation without risk of covalently coupling the growth factor to the scaffold. Cell adhesion was promoted by covalently bound laminin. GDNF that was released from these microspheres was confirmed to retain its activity. Graded scaffolds were formed inside silicone conduits using 3D-printed holders. The fully formed NGC’s contained plasmin-degradable PEG/heparin scaffolds that developed linear gradients in reversibly bound GDNF. The NGC’s were implanted into rats with severed sciatic nerves to confirm in vivo degradability and lack of a major foreign body response. The NGC’s also promoted robust axonal regeneration into the conduit.

Biomaterials published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, HPLC of Formula: 1353016-70-2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Manabe, Shino published the artcileCharacterization of Antibody Products Obtained through Enzymatic and Nonenzymatic Glycosylation Reactions with a Glycan Oxazoline and Preparation of a Homogeneous Antibody-Drug Conjugate via Fc N-Glycan, COA of Formula: C19H15NO3, the publication is Bioconjugate Chemistry (2019), 30(5), 1343-1355, database is CAplus and MEDLINE.

Glycan engineering of antibodies has received considerable attention. Although various endo-β-N-acetylglucosaminidase mutants have been developed for glycan remodeling, a side reaction has been reported between glycan oxazoline and amino groups. In this study, we performed a detailed characterization for antibody products obtained through enzymic and nonenzymic reactions with the aim of maximizing the efficiency of the glycosylation reaction with fewer side products. The reactions were monitored by an ultraperformance liquid chromatog. system using an amide-based wide-pore column. The products were characterized by liquid chromatog. coupled with tandem mass spectrometry. The side reactions were suppressed by adding glycan oxazoline in a stepwise manner under slightly acidic conditions. Through a combination of an azide-carrying glycan transfer reaction under optimized conditions and a bio-orthogonal reaction, a potent cytotoxic agent monomethyl auristatin E was site-specifically conjugated at N-glycosylated Asn297 with a drug-to-antibody ratio of 4. The prepared antibody-drug conjugate exhibited cytotoxicity against HER2-expressing cells.

Bioconjugate Chemistry published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, COA of Formula: C19H15NO3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Costanzo, Michael J. published the artcilePotent, nonpeptide inhibitors of human mast cell tryptase. Investigation of the carboxamide portion of spirocyclic piperidine amides, Quality Control of 20029-52-1, the publication is Letters in Drug Design & Discovery (2008), 5(2), 116-121, database is CAplus.

The authors have explored a series of spirocyclic piperidine amide derivatives with respect to the N-acyl portion (viz. 6) for inhibition of tryptase. Thus, the authors identified analogs (I and II) as potent tryptase inhibitors (IC₅₀ < 10 nM) with excellent selectivity vs. trypsin. Four other interesting compounds in this chem. series had IC₅₀ = 10-20 nM. X-ray cocrystal structures of tryptase complexes with spirocyclic piperidine amides are reported.

Letters in Drug Design & Discovery published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Quality Control of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Ke, Li-na published the artcileInhibitory effects of benzoic acid and its derivatives on the polyphenoloxidase from the 5^th instar of Pieris rapae L., Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Xiamen Daxue Xuebao, Ziran Kexueban (2004), 43(6), 856-860, database is CAplus.

The polyphenoloxidase (PPO) is more responsible for enzymic browning during the growth of the insects. It also is involved in the defense reaction and has some certain relation with the immune condition of the insects. The polyphenoloxidase is a metalloenzyme oxidase which catalyzes two distinct reactions of melanin synthesis the hydroxylation of a monophenol and the oxidation of ωmi-diphenol to the corresponding ωmi-quinone. A great number of benzoic acid family compounds can inhibit the enzyme activity for the oxidation of L-DOPA. In the present paper, partial characteristics and inhibitory kinetics of polyphenoloxidase (PPO) from the 5^th instar of Pieris rapae L. were studied. The results show that benzoic acid, p-cyanobenzoic acid, p-hydroxybenzoic acid and p-cyclohexylbenzoic acid were chosen as inhibitors of PPO for the oxidation of L-DOPA. The reactions of these inhibitors with the PPO are reversible with remaining enzyme activity. The IC₅₀ (the inhibitor concentrations leading to 50% activity lost) were estimated to be 14.2, 16.1, 11.3 and 2.1 mmol/L, resp. The inhibitory mechanisms of p-hydroxybenzoic acid is competitive, p-cyanobenzoic acid belongs to be a mixed typed inhibitor while the others are noncompetitive inhibitors. Obviously, p-cyanobenzoic acid is the best inhibitor among the four compounds, so it may have the bright prospect in the future as the biocide.

Xiamen Daxue Xuebao, Ziran Kexueban published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Recommanded Product: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Cheng, Jin-tao published the artcileSynthesis of 1-(mercaptomethyl)cyclopropane acetic acid, Related Products of quinuclidine, the publication is Guangzhou Huagong (2010), 38(6), 92-93, database is CAplus.

1-(Mercaptomethyl) cyclopropane acetic acid, the key intermediate of montelukast, was prepared from 1,1-bis(hydroxymethyl)cyclopropane by ring-formation reaction, cyanation reaction, esterification reaction, aldol reaction, and hydrolytic reaction, with 49.5% overall yield.

Guangzhou Huagong published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Related Products of quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Liang, Xiao published the artcileCopper/Palladium Bimetallic System for the Synthesis of Isobenzofuranones through [4 + 1] Annulation between Propiophenones and Benzoic Acids, HPLC of Formula: 20029-52-1, the publication is Organic Letters (2020), 22(24), 9568-9573, database is CAplus and MEDLINE.

A copper/palladium-catalyzed annulation from benzoic acids and propiophenones for the synthesis of isobenzofuranones was reported. The Cu-(2,2,6,6-tetramethylpiperidin-1-yl)oxyl system showed a great ability to activate the C-H bond on the α- and β-carbons of a carbonyl group, and the in situ-generated enone intermediate in this reaction could be further transformed to construct isobenzofuranones with the catalysis of Pd(dba)₂ (dba = dibenzylideneacetone). Various isobenzofuranones could be obtained in moderate to good yields, and a great atom economy was highlighted by utilizing this method.

Organic Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, HPLC of Formula: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Liu, Yingchun published the artcileVertically aligned dopamine-reduced graphene oxide with high thermal conductivity for epoxy nanocomposites, Category: quinuclidine, the publication is Journal of Materials Science (2020), 55(21), 8917-8929, database is CAplus.

Designing ordered fillers arrangement and superior interfacial adhesion between fillers and matrix can improve the thermal conductivity (TC) of composites. Here, bioinspired dopamine chem. was firstly used to reduce graphene oxide (GO) and introduce polydopamine nanoparticles on the surface of GO. Then, a well-aligned epoxy/reduced GO films (EP/RGFs) nanocomposites were prepared via the simple vacuum impregnation. Compared with the random distribution of fillers in a traditional blending composite, fillers were selectively distributed in matrix and continuous thermal conductive network structures were constructed in this strategy. As a result, the nanocomposite exhibited a high TC of 0.913 W m^-1 K^-1 which is 4.8 times higher than pure EP. In addition, curing kinetics showed that RGFs were similar to an amine-type curing agent that reacted with EP and bonded them tightly, and its nanocomposites reaction activation energy is lower than that of pure EP. These results indicated RGFs possessed excellent interface compatibility with EP and suppressing effectively the phonon scattering at the EP-RGFs interface. Cooling experiments showed that nanocomposites can reduce by about 10°C for a hot source (80°C), demonstrating it can transfer efficiently heat energy from the heat source. This study provides an effective method for the preparation of high-performance thermal management composites.

Journal of Materials Science published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

White, Derick R. published the artcileSynthesis of Polycyclic Nitrogen Heterocycles via Cascade Pd-Catalyzed Alkene Carboamination/Diels-Alder Reactions, Safety of 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Organic Letters (2015), 17(10), 2378-2381, database is CAplus and MEDLINE.

Cascade Pd-catalyzed alkene carboamination/Diels-Alder reactions between bromodienes and amines bearing two pendant alkenes are described [e.g., amine I + 9-bromoanthracene → II (57%)]. These transformations generate 4 bonds, 3 rings, and 3-5 stereocenters to afford polycyclic nitrogen heterocycles with high diastereoselectivity.

Organic Letters published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C12H20O6, Safety of 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

White, Derick R. published the artcileStereocontrolled Synthesis of Amino-Substituted Carbocycles by Pd-Catalyzed Alkene Carboamination Reactions, Synthetic Route of 1160556-64-8, the publication is Chemistry – A European Journal (2017), 23(23), 5419-5423, database is CAplus and MEDLINE.

Amino-substituted alkylidenecyclopentanes, e.g., I were synthesized through a stereoselective intermol. Pd-catalyzed alkene carboamination reaction between alkenyl triflates bearing a pendant alkene and exogenous amine nucleophiles. The reactions are effective with a range of different substrate combinations, and proceed with generally high diastereoselectivity. Use of (S)-tBuPhox as the ligand in reactions of achiral substrates provides enantioenriched products with up to 98.5:1.5 e.r.

Chemistry – A European Journal published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C9H11BO3, Synthetic Route of 1160556-64-8.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Peterson, Luke J. published the artcilePalladium-Catalyzed Alkene Carboamination Reactions of Electron-Poor Nitrogen Nucleophiles, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Advanced Synthesis & Catalysis (2015), 357(10), 2339-2344, database is CAplus and MEDLINE.

Modified reaction conditions that facilitate Pd-catalyzed alkene carboamination reactions of electron-deficient nitrogen nucleophiles are reported. Pent-4-enylamine derivatives bearing N-tosyl or N-trifluoroacetyl groups are coupled with aryl triflates to afford substituted pyrrolidines in good yield. These reactions proceed via a mechanism involving anti-aminopalladation of the alkene, which differs from previously reported analogous reactions of N-aryl- and N-Boc-pentenylamines. The application of these conditions to a formal synthesis of (+/-)-aphanorphine is also described.

Advanced Synthesis & Catalysis published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider