Category: 1353016-70-2

Gan, Minfeng published the artcilePrecise in-situ release of microRNA from an injectable hydrogel induces bone regeneration, Quality Control of 1353016-70-2, the publication is Acta Biomaterialia (2021), 289-303, database is CAplus and MEDLINE.

Critical bone defects are a common yet challenging orthopedic problem. Tissue engineering is an emerging and promising strategy for bone regeneration in large-scale bone defects. The precise on-demand release of osteogenic factors is critical for controlling the osteogenic differentiation of seed cells with the support of appropriate three dimensional scaffolds. However, most of the effective osteogenic factors are biomacromols. with release behaviors that are difficult to control. Here, the cholesterol-modified non-coding microRNA Chol-miR-26a was used to promote the osteogenic differentiation of human mesenchymal stem cells (hMSCs). Chol-miR-26a was conjugated to an injectable poly(ethylene glycol) (PEG) hydrogel through an UV-cleavable ester bond. The injectable PEG hydrogel was formed by a copper-free click reaction between the terminal azide groups of 8-armed PEG and dibenzocyclooctyne-biofunctionalized PEG, into which UV-cleavable Chol-miR-26a was simultaneously conjugated via a Michael addition reaction. Upon UV irradiation, Gel-c-miR-26a (ML^Caged) released Chol-c-miR-26a selectively and exhibited significantly improved efficacy in bone regeneration compared to the hydrogel without UV irradiation and UV-uncleavable ML^Control. MLCaged significantly enhanced alk. phosphatase activity and promoted calcium nodule deposition in vitro and repaired critical skull defects in a rat animal model, demonstrating that injectable implantation with the precise release of osteogenic factors has the potential to repair large-scale bone defects in clin. practice. Provide a novel and practical strategy via hydrogel for efficient delivery and precisely controlled release of miRNAs into bone defect sites. The hydrogel is formed by polyethylene glycol (PEG), which is crosslinked by ′clickâ€?reaction. Cholesterol-modified miR-26a loading on the hydrogel is covalently patterned onto the fibers of hydrogel through a UV light-cleavable linker, which prevents undesired release of miRNA. This hydrogel could realize the controlled release of miRNA under light regulation both in vitro and in vivo, thus realize bone regeneration.

Acta Biomaterialia 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, Quality Control of 1353016-70-2.

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

Zhao, Ziyin published the artcileCytosolic protein delivery via metabolic glycoengineering and bioorthogonal click reactions, Computed Properties of 1353016-70-2, the publication is Biomaterials Science (2021), 9(13), 4639-4647, database is CAplus and MEDLINE.

Cytosolic protein delivery holds great potential for the development of protein-based biotechnologies and therapeutics. Currently, cytosolic protein delivery is mainly achieved with the assistance of various carriers. Herein, we present a universal and effective strategy for carrier-free cytosolic protein delivery via metabolic glycoengineering and bioorthogonal click reactions. Ac₄ManNAz (AAM), an azido-modified N-acetylmannosamine analog, was first employed to label tumor cell surfaces with abundant azido groups via glycometabolism. Then, proteins including RNase A, cytochrome C (Cyt C), and bovine serum albumin (BSA) were covalently modified with dibenzocyclooctyne (DBCO). Based on the highly efficient bioorthogonal click reactions between DBCO and azido, DBCO-modified proteins could be efficiently internalized by azido-labeled cancer cells. RNase A-DBCO could largely maintain its enzymic activity and, thus, led to notable anti-tumor efficacy in HeLa and B16F10 cells in vitro and in B16F10 xenograft tumors in vivo. This study therefore provides a simple and powerful approach for carrier-free protein delivery and would have broad applicability in anti-tumor protein therapy.

Biomaterials Science 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 C6H8N2O2, Computed Properties of 1353016-70-2.

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

Fong, Darryl published the artcileDecoration of Polyfluorene-Wrapped Carbon Nanotubes via Strain-Promoted Azide-Alkyne Cycloaddition, Safety of Dbco-acid, the publication is Macromolecules (Washington, DC, United States) (2018), 51(3), 755-762, database is CAplus.

Developing methodologies that can efficiently decorate carbon nanotube surfaces with various mol. structures while avoiding damage to nanotube optoelectronic properties is an ongoing challenge. Here, we outline a methodol. to perform chem. on the nanotube surface without perturbing optoelectronic properties. Reactive, noncovalently functionalized polymer-nanotube complexes were prepared using polyfluorene with azide groups in its side chains. The azides enable strain-promoted azide-alkyne cycloaddition to occur between polymer-nanotube complexes and small mols. or polymers derivatized with a strained cyclooctyne. This reaction was found to occur efficiently at room temperature, without any catalyst or byproduct removal required. The reaction was monitored by IR spectroscopy via the disappearance of the polymer azide stretch at ∼2090 cm^-1, and this chem. resulted in no damage to the nanotube sidewall, as evidenced by Raman spectroscopy. The azide-containing polyfluorene was used to prepare an enriched dispersion of semiconducting carbon nanotubes in organic media, which could then be redispersed in aqueous solution post-click with strained cyclooctyne-functionalized poly(ethylene glycol). Taking advantage of the ability to preserve optoelectronic properties, solvatochromism of an identical subset of semiconducting carbon nanotubes was studied using absorption, fluorescence, and Raman spectroscopy. It was found that, in aqueous media, fluorescence was nonuniformly quenched among the different semiconducting species and that there was a significant red-shift in the emission of all nanotubes in D₂O relative to nonpolar toluene.

Macromolecules (Washington, DC, United States) 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, Safety of Dbco-acid.

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

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

Wu, Feng published the artcileSwelling-strengthening hydrogels by embedding with deformable nanobarriers, Recommanded Product: Dbco-acid, the publication is Nature Communications (2020), 11(1), 4502, database is CAplus and MEDLINE.

Biol. tissues, such as muscle, can increase their mech. strength after swelling due to the existence of many biol. membrane barriers that can regulate the transmembrane transport of water mols. and ions. Oppositely, typical synthetic materials show a swelling-weakening behavior, which always suffers from a sharp decline in mech. strength after swelling, because of the dilution of the network. Here, we describe a swelling-strengthening phenomenon of polymer materials achieved by a bioinspired strategy. Liposomal membrane nanobarriers are covalently embedded in a crosslinked network to regulate transmembrane transport. After swelling, the stretched network deforms the liposomes and subsequently initiates the transmembrane diffusion of the encapsulated mols. that can trigger the formation of a new network from the preloaded precursor. Thanks to the tough nature of the double-network structure, the swelling-strengthening phenomenon is achieved to polymer hydrogels successfully. Swelling-triggered self-strengthening enables the development of various dynamic materials.

Nature Communications 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 C7H6Cl2, Recommanded Product: Dbco-acid.

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

Miyahara, Koki published the artcileA Cu-free clickable surface with controllable surface density, Application In Synthesis of 1353016-70-2, the publication is Colloid and Polymer Science (2019), 297(6), 927-931, database is CAplus.

A Cu-free clickable polymer was synthesized and used to dip-coat plastic substrates to prepare Cu-free clickable surfaces. The surface d. of dibenzocyclooctyne moieties was quantified using an azide-conjugated fluorophore and a conventional fluorometer, indicating that the clickable moieties displayed on a dip-coated surface were accessible from solutes in water. The present approach also succeeded in the control of the surface d. of the clickable moieties. Azide-conjugated oligo DNA was immobilized on the surface using a Cu-free click reaction. [Figure not available: see fulltext.].

Colloid and Polymer Science 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, Application In Synthesis of 1353016-70-2.

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

Reddi, Rambabu N. published the artcileSite-specific labeling of endogenous proteins using CoLDR chemistry, SDS of cas: 1353016-70-2, the publication is Journal of the American Chemical Society (2021), 143(48), 20095-20108, database is CAplus and MEDLINE.

Chem. modifications of native proteins can affect their stability, activity, interactions, localization, and more. However, there are few nongenetic methods for the installation of chem. modifications at a specific protein site in cells. Here we report a covalent ligand directed release (CoLDR) site-specific labeling strategy, which enables the installation of a variety of functional tags on a target protein while releasing the directing ligand. Using this approach, we were able to label various proteins such as BTK (Bruton’s tyrosine kinase), K-Ras^G12C, and SARS-CoV-2 PL^pro with different tags. For BTK we have shown selective labeling in cells of both alkyne and fluorophores tags. Protein labeling by traditional affinity methods often inhibits protein activity since the directing ligand permanently occupies the target binding pocket. We have shown that using CoLDR chem., modification of BTK by these probes in cells preserves its activity. We demonstrated several applications for this approach including determining the half-life of BTK in its native environment with minimal perturbation, as well as quantification of BTK degradation by a noncovalent proteolysis targeting chimera (PROTAC) by in-gel fluorescence. Using an environment-sensitive “turn-on” fluorescent probe, we were able to monitor ligand binding to the active site of BTK. Finally, we have demonstrated efficient CoLDR-based BTK PROTACs (DC₅₀ < 100 nM), which installed a CRBN binder onto BTK. This approach joins very few available labeling strategies that maintain the target protein activity and thus makes an important addition to the toolbox of chem. biol.

Journal of the American Chemical Society 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, SDS of cas: 1353016-70-2.

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

McNelles, Stuart A. published the artcileHighly Efficient Multigram Synthesis of Dibenzoazacyclooctyne (DBCO) without Chromatography, COA of Formula: C19H15NO3, the publication is Organic Process Research & Development (2019), 23(12), 2740-2745, database is CAplus.

The synthesis of 4-[11,12-didehydrodibenzo[b,f]azocin-5(6H)-yl]-4-oxobutanoic acid, also known as dibenzoazacyclooctyne (DBCO) or aza-dibenzocyclooctyne (ADIBO), was optimized for large-scale preparations of at least 10 g with an overall yield of 42%.

Organic Process Research & Development 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

McNelles, Stuart A. published the artcileStrain-Promoted Azide-Alkyne Cycloaddition-Mediated Step-Growth Polymerization, Application In Synthesis of 1353016-70-2, the publication is Macromolecules (Washington, DC, United States) (2019), 52(19), 7183-7187, database is CAplus.

The development of new polymerization techniques enables the preparation of new polymers with unique functionalities, structures, and architectures. Here, we report a bifunctional monomer based on the strained dibenzoazacyclooctyne (DBCO) structure that efficiently polymerizes with several bifunctional azide comonomers. The reactions proceed to full conversion in under 5 min and routinely results in polymers with mol. weights above 50 kDa, as determined by size-exclusion chromatog. and ¹H NMR. The polymers were found to retain reactive chain ends, enabling control of mol. weight via monomer addition or titration of monomer stoichiometry. The DBCO-based monomer was further investigated in the synthesis of crosslinked polymers using a trifunctional azide crosslinker, which formed gels at concentrations in excess of 50 mM, as suppression of intramol. cyclization was necessary. This strategy allows for the rapid and efficient preparation of polymers and crosslinked gels without heat, light, catalysts, initiators, or any byproducts.

Macromolecules (Washington, DC, United States) 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, Application In Synthesis of 1353016-70-2.

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