168640-82-2

Usage

Uses

Used in Chemical Synthesis:
Azide-PEG4-Tos is used as a crosslinking agent for chemical synthesis, particularly in the formation of stable triazole linkages through Click Chemistry. The azide group's reactivity with alkyne, BCN, and DBCO makes it a versatile component in creating complex molecular structures.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Azide-PEG4-Tos is utilized as a component in drug delivery systems. Its solubility in aqueous media, facilitated by the PEG spacer, allows for the development of novel drug carriers that can improve the bioavailability and therapeutic outcomes of various medications.
Used in Material Science:
Azide-PEG4-Tos is also employed in material science as a crosslinking agent to create new materials with specific properties. The ability of the azide group to form stable triazole linkages and the tosyl group's role in nucleophilic substitution reactions contribute to the development of advanced materials with tailored characteristics for various applications.
Used in Bioconjugation:
In the field of bioconjugation, Azide-PEG4-Tos serves as a valuable crosslinker for the attachment of biological molecules, such as proteins or nucleic acids, to other molecules or surfaces. The stable triazole linkages formed through Click Chemistry ensure strong and reliable connections, while the PEG spacer provides flexibility and solubility in aqueous environments.

Upstream product

• 37860-51-8 tetraethylene glycol di(p-toluenesulfonate) 
• 112-60-7 Tetraethylene glycol 
• 98-59-9 p-toluenesulfonyl chloride 
• 77544-60-6 p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester 
• 41024-91-3 penta(ethylene glycol) bis(p-toluenesulfonate) 
• 86770-67-4 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol 

Downstream Products

• 168640-83-3 3,4,5-Tris-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-benzoic acid methyl ester 
• 1043884-48-5 C₃₁H₅₀N₄O₈S₂ 
• 1233816-88-0 5-[4-(2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)piperazin-1-yl]-5-(4-phenoxyphenyl)pyrimidine-2,4,6-trione 
• 1233816-93-7 2-(2-(2-(2-(4-(13-(4-(2,4,6-trioxo-5-(4-phenoxyphenyl)hexa-hydropyrimidin-5-yl)piperazin-1-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate 
• 1151451-77-2 4-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethoxy)benzaldehyde 
• 1262209-98-2 4-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethoxy)benzaldehyde oxime 
• 1372163-84-2 11β-(4-{2-[(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl)-methyl-amino]-ethoxy}-phenyl)-estra-1,3,5(10)-triene-3,17β-diol 
• 1347750-79-1 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethanethiol 
• 857284-78-7 S-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)ethanethioate 
• 31521-83-2 2-<2-(2-methoxyethoxy)ethoxy>ethylthiol 
• 1246999-33-6 2-(2-(2-(2-((tert-butoxycarbonyl)amino)ethoxy)ethoxy)ethoxy)ethyl-(4'-methylbenzolsulfonate) 
• 908124-36-7 1,1,1-triphenyl-5,8,11-trioxa-2-thiatridecan-13-amine 
• 352439-36-2 α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene) 
• 857892-34-3 23-azido-3,6,9,12,15,18,21-heptaoxatricosyl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

A lysosomal chloride ion-selective fluorescent probe for biological applications

Lysosomal pHs are maintained at low values by the cooperative action of a proton pump and a chloride channel to maintain electroneutrality. Owing to the biological significance of lysosomal chloride ions, measurements of their levels are of great importan

Novel 19F activatable probe for the detection of matrix metalloprotease-2 activity by MRI/MRS

Matrix metalloproteases (MMPs) have been found to be highly expressed in a variety of malignant tumor tissues. Noninvasive visualization of MMP activity may play an important role in the diagnosis of MMP associated diseases. Here we report the design and

Synthesis and characterization of fluorinated conjugates of albumin

A small fluorocarbon dendron that contains nine chemically identical fluorine atoms was covalently conjugated to albumin via a flexible linker. Two versions were made, which differ by 10% in the linker length. Both versions display split 19F signal and much shorter 19F longitudinal relaxation time than their small molecule counterparts. 10% difference in the flexible linker length has negligible impact on the 19F signal.

Synthesis of a new potential biodegradable disulfide containing poly(ethylene imine)-poly(ethylene glycol) copolymer cross-linked with click cluster for gene delivery

Poly(ethylene glycol)-grafted-polyethylenimine (PEG-PEI) are promising non-viral gene delivery systems. Herein, we aimed to synthesize a biodegradable disulfide containing PEGylated PEI to attempt to reduce its cytotoxicity and enhance the gene transfer a

Isorhamnetin biotin probe, synthesis method and application thereof

The invention relates to an isorhamnetin biotin probe, a synthesis method and application thereof, the probe takes isorhamnetin as a reaction group and biotin as an affinity tag, and has the structureshown as the formula in the specification, wherein X is

Functionalized 2-Hydroxybenzaldehyde-PEG Modules as Portable Tags for the Engagement of Protein Lysine ?-Amino Groups

The formation of reversible-covalent interactions between a small-molecule ligand and its protein target is emerging as a general strategy to design binders with increased affinity. In this context, 2-hydroxybenzaldehyde (2HB) has been recently proposed a

Pyrene-Based “Turn-Off” Probe with Broad Detection Range for Cu2+, Pb2+ and Hg2+ Ions

Detection of metals in different environments with high selectivity and specificity is one of the prerequisites of the fight against environmental pollution with these elements. Pyrenes are well suited for the fluorescence sensing in different media. The

Synthesis of 3′-O-Alkyl Homologues and a Biotin Probe of Isorhamnetin and Evaluation of Cytotoxic Efficacy on Cancer Cells

Isorhamnetin is a natural flavonoid which shows a variety of biological activities such as antioxidant, anti-inflammatory and antitumor. In order to identify the cellular binding protein of isorhamnetin as potential anti-cancer target, we first synthesize

Optimization of IEDDA bioorthogonal system: Efficient process to improve trans-cyclooctene/tetrazine interaction

The antibody pretargeting approach for radioimmunotherapy (RIT) using inverse electron demand Diels-Alder cycloaddition (IEDDA) constitutes an emerging theranostic approach for solid cancers. However, IEDDA pretargeting has not reached clinical trial. The major limitation of the IEDDA strategy depends largely on trans-cyclooctene (TCO) stability. Indeed, TCO may isomerize into the more stable but unreactive cis-cyclooctene (CCO), leading to a drastic decrease of IEDDA efficiency. We have thus developed both efficient and reproducible synthetic pathways and analytical follow up for (PEGylated) TCO derivatives, providing high TCO isomeric purity for antibody modification. We have set up an original process to limit the isomerization of TCO to CCO before the mAbs’ functionalization to allow high TCO/tetrazine cycloaddition.

Unraveling the anti-influenza effect of flavonoids: Experimental validation of luteolin and its congeners as potent influenza endonuclease inhibitors

The biological effects of flavonoids on mammal cells are diverse, ranging from scavenging free radicals and anti-cancer activity to anti-influenza activity. Despite appreciable effort to understand the anti-influenza activity of flavonoids, there is no clear consensus about their precise mode-of-action at a cellular level. Here, we report the development and validation of a screening assay based on AlphaScreen technology and illustrate its application for determination of the inhibitory potency of a large set of polyols against PA N-terminal domain (PA-Nter) of influenza RNA-dependent RNA polymerase featuring endonuclease activity. The most potent inhibitors we identified were luteolin with an IC50 of 72 ± 2 nM and its 8-C-glucoside orientin with an IC50 of 43 ± 2 nM. Submicromolar inhibitors were also evaluated by an in vitro endonuclease activity assay using single-stranded DNA, and the results were in full agreement with data from the competitive AlphaScreen assay. Using X-ray crystallography, we analyzed structures of the PA-Nter in complex with luteolin at 2.0 ? resolution and quambalarine B at 2.5 ? resolution, which clearly revealed the binding pose of these polyols coordinated to two manganese ions in the endonuclease active site. Using two distinct assays along with the structural work, we have presumably identified and characterized the molecular mode-of-action of flavonoids in influenza-infected cells.