1609083-15-9

Usage

Uses

Used in Pharmaceutical Industry:
Azido-PEG4-beta-D-glucose is used as a PEGylation agent for improving the solubility, stability, and bioavailability of therapeutic proteins and peptides. The PEGylation process involves the covalent attachment of PEG molecules to the protein or peptide, which can enhance its pharmacokinetic properties and reduce immunogenicity.
Used in Drug Delivery Systems:
Azido-PEG4-beta-D-glucose is used as a component in the design and synthesis of targeted drug delivery systems. The azide group allows for the incorporation of various functional groups or ligands through Click Chemistry, enabling the development of drug carriers with specific targeting capabilities. This can lead to improved drug efficacy and reduced side effects.
Used in Bioconjugation:
Azido-PEG4-beta-D-glucose is used as a versatile building block for the synthesis of bioconjugates. The azide group can be used to attach various biomolecules, such as antibodies, peptides, or other proteins, to create conjugates with specific biological activities or targeting properties.
Used in Chemical Biology Research:
Azido-PEG4-beta-D-glucose is used as a research tool in chemical biology to study the interactions between biomolecules and their cellular targets. The PEGylation of proteins or peptides with this linker can provide insights into the effects of PEGylation on protein function, stability, and cellular uptake.

Upstream product

• 83-87-4 D-glucose pentaacetate 
• 604-69-3 β-D-glucose pentaacetate 
• 86770-67-4 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol 
• 236092-92-5 2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl) 2,3,4,6-tetra-O-acetyl-a-D-mannopyranoside 
• 77544-60-6 p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester 
• 112-60-7 Tetraethylene glycol 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 7296-15-3 alpha-D-mannopyranoside 

Relevant academic research and scientific papers

Multivalent Carbohydrate-Functionalized Polymer Nanocrystals

Nanoparticles with a covalently bound shell of carbohydrate or sulfate groups, respectively, and a polyethylene core were generated by Ni(II)-catalyzed aqueous copolymerization of ethylene with comonomers undec-10-en-1-yl sulfate, undec-10-en-1-yl β-d-glucoside or undec-10-en-1-yl α-d-mannoside, respectively. Via remote substituents of the catalyst, the degree of branching and consequently degree of crystallinity of the polyethylene core of the glyconanoparticles could be controlled. This in turn impacts particle shapes, from spherical to anisotropic platelets, as observed by cryo-transmission electron microscopy. Enzyme-linked lectin assays revealed the mannose-decorated nanocrystals to be efficient multivalent ligands for concavalin A.

Efficient Liver Targeting by Polyvalent Display of a Compact Ligand for the Asialoglycoprotein Receptor

A compact and stable bicyclic bridged ketal was developed as a ligand for the asialoglycoprotein receptor (ASGPR). This compound showed excellent ligand efficiency, and the molecular details of binding were revealed by the first X-ray crystal structures of ligand-bound ASGPR. This analogue was used to make potent di- and trivalent binders of ASGPR. Extensive characterization of the function of these compounds showed rapid ASGPR-dependent cellular uptake in vitro and high levels of liver/plasma selectivity in vivo. Assessment of the biodistribution in rodents of a prototypical Alexa647-labeled trivalent conjugate showed selective hepatocyte targeting with no detectable distribution in nonparenchymal cells. This molecule also exhibited increased ASGPR-directed hepatocellular uptake and prolonged retention compared to a similar GalNAc derived trimer conjugate. Selective release in the liver of a passively permeable small-molecule cargo was achieved by retro-Diels-Alder cleavage of an oxanorbornadiene linkage, presumably upon encountering intracellular thiol. Therefore, the multicomponent construct described here represents a highly efficient delivery vehicle to hepatocytes.

A kind of glycosylation Fluoroboron Dipyrrole derivatives and their preparation and use

The invention discloses glycosylated boron dipyrromethene fluorophore derivatives as well as a preparation method and application of the glycosylated boron dipyrromethene fluorophore derivatives. The method comprises the following steps: by taking glucose and glucosides thereof as action targets, connecting covalent bonds of the action targets to boron dipyrromethene fluorophore derivatives for photodynamics therapy, so that a third generation photosensitizer against cancer which can be used for targeted therapy is obtained. The dipyrromethene fluorophore derivatives containing glucose and glucosides are taken as study researches, activity study of in-vitro breast cancer-resistant cells MBA-MD-231 is expanded, a prodrug suitable for molecular targeted therapy is screened, and a foundation is laid for applying the glycosylated boron dipyrromethene fluorophore derivatives to targeted therapy of cancers. Moreover, the compound synthesis method is simple, readily available in raw materials, low in cost, few in side reactions, high in yield and simple in purification, and industrial production is promoted.

Mimicking biological membranes with programmable glycan ligands self-assembled from amphiphilic Janus glycodendrimers

An accelerated modular synthesis produced 18 amphiphilic Janus glycodendrimers with three different topologies formed from either two or one carbohydrate head groups or a mixed constellation with a noncarbohydrate hydrophilic arm. By simple injection of their THF solutions into water or buffer, all of the Janus compounds self-assembled into uniform, stable, and soft unilamellar vesicles, denoted glycodendrimersomes. The mixed constellation topology glycodendrimersomes were demonstrated to be most efficient in binding plant, bacterial, and human lectins. This evidence with biomedically relevant receptors offers a promising perspective for the application of such glycodendrimersomes in targeted drug delivery, vaccines, and other areas of nanomedicine.