1333154-77-0

Usage

Uses

Used in Pharmaceutical Industry:
Amino-PEG8-azide is used as a linker for the synthesis of bivalent mammalian target of rapamycin (mTOR) inhibitors. Its PEGylation enhances the solubility and stability of the inhibitors, potentially improving their pharmacokinetic properties and therapeutic efficacy.
Used in Diagnostics and Assay Development:
Amino-PEG8-azide is used as a component in the development of diagnostic assays. It helps in detecting assay interferences and increasing the dynamic range of the assays, leading to more accurate and reliable results.
Used in Bioconjugation and Drug Delivery:
Due to its reactive azide functional group, Amino-PEG8-azide can be employed in bioconjugation processes, allowing for the attachment of various biomolecules, such as proteins, peptides, or nucleic acids, to other molecules or surfaces. This property makes it useful in the development of drug delivery systems, where it can be used to attach therapeutic agents to targeting moieties or carriers, enhancing the specificity and efficacy of the drug delivery.
Used in Materials Science:
Amino-PEG8-azide can be utilized in the synthesis of functional materials, such as hydrogels or nanoparticles, for various applications, including drug delivery, tissue engineering, and sensing. The PEGylation of these materials can improve their biocompatibility, stability, and circulation time in biological systems.

Upstream product

• 938190-67-1 α-allyl-ω-(2-azidoethoxy)hexa(oxyethylene) 
• 26150-06-1 tetraethylene glycol monoallyl ether 
• 112-60-7 Tetraethylene glycol 
• 1446411-31-9 α-(2-azidoethyl)-ω-(formylmethoxy)hexa(oxyethylene) 
• 1422541-03-4 C₂₄H₃₆N₄O₉ 
• 352439-39-5 1-azido-23-(methylsulfonyl)oxy-3,6,9,12,15,18,21-heptaoxatricosane 
• 225523-86-4 α,ω-diazido,α,ω-dideoxy-octaethyleneglycol 
• 106481-21-4 3,6,9,12,15,18,21-heptaoxatricosane-1,23-diyl dimethanesulfonate 
• 352439-36-2 α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene) 
• 924895-57-8 23-hydroxy-3,6,9,12,15,18,21-heptaoxatricos-1-yl methanesulfonate 
• 5117-19-1 octaethylene glycol 

Downstream Products

• 1334172-75-6 α-(2-azidoethyl)-ω-(2-(5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamido)ethoxy)hexa(oxyethylene) 
• 206265-96-5 tert-butyl (23-azido-3,6,9,12,15,18,21-heptaoxatricosyl)carbamate 

Relevant academic research and scientific papers

Controlled-length efficient synthesis of heterobifunctionalized oligo ethylene glycols

A set of heterobifunctional oligo ethylene glycols have been synthesized in a straightforward and stepwise manner starting from inexpensive, commercially available, tetraethylene glycol. Introduction of terminal allyl moieties followed by reductive ozonolysis allowed controlled elongation. Mono-allyl derivatives were used for the elongation with a functionalized moiety and for successive introduction of different functional groups on the chain terminal. Georg Thieme Verlag Stuttgart - New York.

Efficient synthesis of diverse heterobifunctionalized clickable oligo(ethylene glycol) linkers: Potential applications in bioconjugation and targeted drug delivery

Herein we describe the sequential synthesis of a variety of azide-alkyne click chemistry-compatible heterobifunctional oligo(ethylene glycol) (OEG) linkers for bioconjugation chemistry applications. Synthesis of these bioorthogonal linkers was accomplished through desymmetrization of OEGs by conversion of one of the hydroxyl groups to either an alkyne or azido functionality. The remaining distal hydroxyl group on the OEGs was activated by either a 4-nitrophenyl carbonate or a mesylate (-OMs) group. The -OMs functional group served as a useful precursor to form a variety of heterobifunctionalized OEG linkers containing different highly reactive end groups, e.g., iodo, -NH2, -SH and maleimido, that were orthogonal to the alkyne or azido functional group. Also, the alkyne- and azide-terminated OEGs are useful for generating larger discrete poly(ethylene glycol) (PEG) linkers (e.g., PEG 16 and PEG24) by employing a Cu(i)-catalyzed 1,3-dipolar cycloaddition click reaction. The utility of these clickable heterobifunctional OEGs in bioconjugation chemistry was demonstrated by attachment of the integrin (αvβ3) receptor targeting peptide, cyclo-(Arg-Gly-Asp-d-Phe-Lys) (cRGfKD) and to the fluorescent probe sulfo-rhodamine B. The synthetic methodology presented herein is suitable for the large scale production of several novel heterobifunctionalized OEGs from readily available and inexpensive starting materials.

A "Clickable" MTX Reagent as a Practical Tool for Profiling Small-Molecule-Intracellular Target Interactions via MASPIT

We present a scalable synthesis of a versatile MTX reagent with an azide ligation handle that allows rapid γ-selective conjugation to yield MTX fusion compounds (MFCs) appropriate for MASPIT, a three-hybrid system that enables the identification of mammalian cytosolic proteins that interact with a small molecule of interest. We selected three structurally diverse pharmacologically active compounds (tamoxifen, reversine, and FK506) as model baits. After acetylene functionalization of these baits, MFCs were synthesized via a CuAAC reaction, demonstrating the general applicability of the MTX reagent. In analytical mode, MASPIT was able to give concentration-dependent reporter signals for the established target proteins. Furthermore, we demonstrate that the sensitivity obtained with the new MTX reagent was significantly stronger than that of a previously used non-regiomeric conjugate mixture. Finally, the FK506 MFC was explored in a cellular array screen for targets of FK506. Out of a pilot collection of nearly 2000 full-length human ORF preys, FKBP12, the established target of FK506, emerged as the prey protein that gave the highest increase in luciferase activity. This indicates that our newly developed synthetic strategy for the straightforward generation of MFCs is a promising asset to uncover new intracellular targets using MASPIT cellular array screening.