1043884-49-6

Basic information

• Product Name: MPEG6-N3
• Synonyms: MPEG6-N3;m-PEG6-Azide
• CAS NO: 1043884-49-6
• Molecular Formula: C₁₃H₂₇N₃O₆
• Molecular Weight: 322.37792
• Product Categories: mPEG
• Mol File: 1043884-49-6.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: MPEG6-N3(CAS DataBase Reference)
• NIST Chemistry Reference: MPEG6-N3(1043884-49-6)
• EPA Substance Registry System: MPEG6-N3(1043884-49-6)

Safety Data

• Hazardous Substances Data: 1043884-49-6(Hazardous Substances Data)

Usage

Description

MPEG6-N3, also known as m-PEG6-azide, is an azide-containing reagent derived from hydrophilic polyethylene glycol (PEG) with a molecular weight of approximately 6 kDa. It possesses a reactive azide group that can participate in click chemistry reactions, forming stable triazole linkages with alkyne, BCN, and DBCO moieties. The hydrophilic PEG spacer enhances its solubility in aqueous media, making it a versatile molecule for various applications across different industries.

Uses

Used in Chemically Amplified Photoresist Compositions:
MPEG6-N3 is used as a component in chemically amplified photoresist compositions for its ability to form stable triazole linkages through click chemistry, which can improve the performance and properties of the photoresist materials.
Used in Photoresist Films:
MPEG6-N3 is utilized in the production of photoresist films, where its reactive azide group and hydrophilic PEG spacer contribute to the film's overall characteristics, such as solubility and stability.
Used in Bioconjugation (Biotechnology Industry):
MPEG6-N3 is used as a bioconjugation agent for the specific and efficient attachment of biological molecules, such as proteins, peptides, or nucleic acids, to various surfaces or other biomolecules. The stable triazole linkage formed through click chemistry ensures the robustness of the conjugation.
Used in Drug Delivery (Pharmaceutical Industry):
MPEG6-N3 serves as a component in drug delivery systems, where its hydrophilic PEG spacer and reactive azide group can be used to attach drugs or drug carriers to the molecule, enabling targeted and controlled drug release.
Used in PEG Hydrogels (Material Science):
MPEG6-N3 is employed in the synthesis of PEG hydrogels, where its hydrophilic nature and reactive azide group contribute to the formation of stable, crosslinked hydrogel networks with tunable mechanical and swelling properties.
Used as a Crosslinker (Material Science):
MPEG6-N3 acts as a crosslinker in various applications, such as the formation of hydrogels or other polymer networks, where its reactive azide group can form stable triazole linkages with alkyne-containing molecules, providing enhanced stability and functionality.
Used in Surface Functionalization (Material Science):
MPEG6-N3 is utilized for surface functionalization, where its reactive azide group can be used to attach various functional groups or molecules to surfaces, such as in the creation of biocompatible coatings or the immobilization of biomolecules for sensor applications.

Upstream product

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• 130955-39-4 2,5,8,11,14,17-hexaoxanonadecan-19-yl methanesulfonate 
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• 155887-96-0 2,5,8,11,14,17-hexaoxanonadecan-19-yl 4-methylbenzenesulfonate 

Downstream Products

• 184357-46-8 1-amino-2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethane 
• 85030-56-4 3,6,9,12-tetraoxa-tridecylamine 

Relevant articles and documents

Synthesis of branched monodisperse oligoethylene glycols and 19f mri-traceable biomaterials through reductive dimerization of azides

Multifunctionalized and branched M-OEGs represent valuable PEGylation agents, linkers, and scaffolds in biomedicine. However, the tedious synthesis limited their availability and application. We herein present an azide reductive dimerization method for the convenient synthesis of aza-M-OEGs and derivatives, which provides easy access to a variety of multifunctionalized and branched M-OEGs in one step. With this method, hexa-arm M-OEGs with 54 symmetrical fluorines were synthesized in two steps as a water-soluble, self-assemble, 19F MRI sensitive, and biocompatible dendritic biomaterial.

Alkyne phosphonites for sequential azide-azide couplings

When Staudinger meets Huisgen! A combination of the copper-catalyzed variant of the Huisgen azide-alkyne cycloaddition (CuAAC) and the Staudinger reaction, the two most successful chemoselective reactions for the transformation of azides, leads to a chemi

Targeting G Protein-Coupled Receptors with Magnetic Carbon Nanotubes: The Case of the A3 Adenosine Receptor

The A3 adenosine receptor (AR) is a G protein-coupled receptor (GPCR) overexpressed in the membrane of specific cancer cells. Thus, the development of nanosystems targeting this receptor could be a strategy to both treat and diagnose cancer. Iron-filled carbon nanotubes (CNTs) are an optimal platform for theranostic purposes, and the use of a magnetic field can be exploited for cancer magnetic cell sorting and thermal therapy. In this work, we have conjugated an A3AR ligand on the surface of iron-filled CNTs with the aim of targeting cells overexpressing A3ARs. In particular, two conjugates bearing PEG linkers of different length were designed. A docking analysis of A3AR showed that neither CNT nor linker interferes with ligand binding to the receptor; this was confirmed by in vitro preliminary radioligand competition assays on A3AR. Encouraged by this result, magnetic cell sorting was applied to a mixture of cells overexpressing or not the A3AR in which our compound displayed indiscriminate binding to all cells. Despite this, it is the first time that a GPCR ligand has been anchored to a magnetic nanosystem, thus it opens the door to new applications for cancer treatment.

Designed Intercalators for Modification of DNA Origami Surface Properties

The modification of the backbone properties of DNA origami nanostructures through noncovalent interactions with designed intercalators, based on acridine derivatized with side chains containing esterified fatty acids or oligo(ethylene glycol) residues is reported. Spectroscopic analyses indicate that these intercalators bind to DNA origami structures. Atomic force microscopy studies reveal that intercalator binding does not affect the structural intactness but leads to altered surface properties of the highly negatively charged nanostructures, as demonstrated by their interaction with solid mica or graphite supports. Moreover, the noncovalent interaction between the intercalators and the origami structures leads to alteration in cellular uptake, as shown by confocal microscopy studies using two different eukaryotic cell lines. Hence, the intercalator approach offers a potential means for tailoring the surface properties of DNA nanostructures. Into the fold: Designed acridine derivatives bearing esterified fatty acids or oligo-ethyleneglycol side chains (see figure) can be used to alter the surface properties of DNA origami nanostructures. Noncovalent binding of the intercalators changes the interaction of the origami with solid supports and the membrane of living cells. HOPG=highly oriented pyrolytic graphite.

AMYLOID TARGETING AGENTS AND METHODS OF USING THE SAME

Provided herein is the design and synthesis of novel molecular rotor fluorophores useful for detection of amyloid or amyloid like proteins. The fluorophores are designed to exhibit enhanced fluorescence emission upon associating with amyloid or amyloid like proteins as compared to unbound compound. Also disclosed herein are the methods for treating of diseases associated with an amyloid or amyloid like proteins.