215181-61-6

Basic information

• Product Name: m-PEG2-Azide
• Synonyms: m-PEG2-Azide;mPEG2-N3;1-(2-Azidoethoxy)-2-methoxyethane
• CAS NO: 215181-61-6
• Molecular Formula: C₅H₁₁N₃O₂
• Molecular Weight: 145.16
• Mol File: 215181-61-6.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Acetone (Slightly)
• CAS DataBase Reference: m-PEG2-Azide(CAS DataBase Reference)
• NIST Chemistry Reference: m-PEG2-Azide(215181-61-6)
• EPA Substance Registry System: m-PEG2-Azide(215181-61-6)

Safety Data

• Hazardous Substances Data: 215181-61-6(Hazardous Substances Data)

Usage

Description

m-PEG2-Azide is a polyethylene glycol (PEG) linker that features a reactive azide group. This azide group is capable of undergoing Click Chemistry reactions with alkyne, BCN, and DBCO to form a stable triazole linkage. The PEG linker provides a versatile and biocompatible scaffold for the conjugation of various molecules, making m-PEG2-Azide a valuable tool in the fields of drug delivery, bioconjugation, and materials science.

Uses

Used in Drug Delivery Systems:
m-PEG2-Azide is used as a PEG linker for enhancing the solubility, stability, and bioavailability of therapeutic molecules. The stable triazole linkage formed through Click Chemistry allows for the precise and efficient conjugation of drugs to the PEG linker, improving the overall performance of drug delivery systems.
Used in Bioconjugation:
m-PEG2-Azide serves as a versatile bioconjugation agent, enabling the covalent attachment of biomolecules, such as proteins, peptides, and nucleic acids, to other molecules or surfaces. The reactive azide group facilitates site-specific conjugation through Click Chemistry, allowing for the creation of complex bioconjugates with controlled structure and function.
Used in Materials Science:
In the field of materials science, m-PEG2-Azide is used as a building block for the development of novel biocompatible materials. The PEG linker can be incorporated into polymers, hydrogels, and other materials to improve their properties, such as biocompatibility, water solubility, and mechanical strength. The azide group provides a reactive handle for further functionalization and the creation of multifunctional materials through Click Chemistry.
Used in Chemical Synthesis:
m-PEG2-Azide is employed as a synthetic intermediate in the preparation of various PEGylated compounds. The azide group can be used to introduce a wide range of functional groups into the PEG chain, enabling the synthesis of PEGylated molecules with diverse properties and applications, such as PEGylated drugs, surfactants, and imaging agents.
Used in Diagnostics:
m-PEG2-Azide can be utilized as a component in the development of diagnostic tools, such as imaging agents and biosensors. The PEG linker can improve the pharmacokinetic properties of diagnostic molecules, while the azide group allows for the conjugation of targeting moieties or signal-generating entities through Click Chemistry, enhancing the sensitivity and specificity of the diagnostic platform.

Upstream product

• 54149-17-6 2-bromoethyl 2-methoxyethyl ether 
• 60696-83-5 methanesulfonic acid 2-(2-methoxyethoxy)ethyl ester 
• 50586-80-6 toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester 
• 111-77-3 2-(2-methoxyethoxy)ethyl alcohol 

Downstream Products

• 123-11-5 4-methoxy-benzaldehyde 
• 1257585-53-7 C₁₉H₂₄N₄O₅S 
• 1257585-52-6 C₂₀H₂₄N₂O₆S 
• 1257692-51-5 C₁₃H₂₀N₂O₃ 
• 1257585-50-4 C₁₈H₂₈N₂O₅ 
• 162933-14-4 N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide 
• 162933-11-1 N-<2-(2-methoxyethoxy)ethyl>-5-<<4,5-bis(4-methoxyphenyl)-1H-imidazol-2-yl>thio>pentanamide 
• 162933-18-8 4,5-bis<4-(dimethylamino)phenyl>-2-<<5-<<2-(2-methoxyethoxy)ethyl>amino>pentyl>thio>-1H-imidazole 
• 1027220-25-2 {5-[4,5-Bis-(4-methoxy-phenyl)-1H-imidazol-2-ylsulfanyl]-pentyl}-[2-(2-methoxy-ethoxy)-ethyl]-amine 

Relevant articles and documents

Structure-conductivity relationship for peptoid-based PEO-mimetic polymer electrolytes

Polymer electrolytes offer great potential for application in lithium batteries. In order to systematically optimize the performance of these materials, atomic level synthetic control over the polymer chemical structure is desired. In this study, we designed a series of chemically defined, monodisperse peptoid polymers to explore the impact of side-chain structure on the thermal and electrical properties. A series of comblike peptoid homopolymers with ethylene oxide (EO)n side chains of varying length were synthesized by a rapid solid phase synthetic method. The electrical properties of these materials with dissolved lithium salt were characterized by ac impedance. The temperature dependence of the ionic conductivity of the polypeptoid electrolytes is consistent with the Vogel-Tamman-Fulcher equation. The optimum ionic conductivity of 2.6 × 10-4 S/cm achieved for oligo-N-2-(2-(2-methoxyethoxy)ethoxy)ethylglycine-Li salt complex at 100 °C, is approximately 10-fold lower than the analogous PEO-salt complex. It is, however, nearly 2 orders of magnitude higher than previously reported comblike PEO-mimetic polypeptides. The ionic conductivities of these side chain analogs vary by 3 orders of magnitude, but this variation is entirely governed by the proximity of the system to the glass transition temperature. This investigation shows that polypeptoids provide a unique platform for examining the structure-property relationships of solid polymer electrolytes.

Design, synthesis and cytotoxic activity of water-soluble quinones with dibromo-p-benzoquinone cores and amino oligo(ethylene glycol) side chains against MCF-7 breast cancer cells

A series of novel quinones was synthesized by reacting tetrabromo-p-benzoquinone with amino oligo(ethylene glycol) dendrons of generation numbers g = 0-2. According to the performed shake-flask experiments, their aqueous solubility (S = 18 mg l?1-1.6 g ml?1) and partition coefficients (log?Poct/wat = 2.53-0.21) can be tuned in a wide range as a function of g. In vitro cytotoxicity assays of tetrabromo-p-benzoquinone and its derivatives against MCF-7 human breast cancer cells showed a concentration- and generation-specific biological activity with IC50-values as low as 0.8 μM. Further investigations revealed a considerable selectivity against cancer cells, as indicated by a weak cytotoxicity against human skin fibroblast cells (>80% survival) within the studied range of concentrations. The results demonstrate that these novel amino oligo(ethylene glycol) dendrons depict versatile tools to ameliorate physical and pharmacological characteristics of extremely hydrophobic molecules and make them susceptible to biological applications.

HETEROCYCLIC COMPOUND AND HEMATOPOIETIC STEM CELL AMPLIFIER

An expansion agent for hematopoietic stem cells and/or hematopoietic progenitor cells useful for improvement in the efficiency of gene transfer into hematopoietic stem cells for gene therapy useful for treatment of various disorders is provided. An expansion agent for hematopoietic stem cells and/or hematopoietic progenitor cells containing a compound represented by the formula (I) (wherein X, Y, Z, Ar1, R1, R2, R3, R4, R5, R6 and R7 are as defined in the description), a tautomer, prodrug or pharmaceutically acceptable salt of the compound or a solvate thereof, which can expand hematopoietic stem cells and/or hematopoietic progenitor cells.