CAS 143-24-8 Tetraethylene glycol dimethyl ether

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Poly(ethylene glycol) and Poly(ethylene oxide)

Tetraethylene glycol dimethyl ether

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Catalog Number

ACM143248-2

Product Name

Tetraethylene glycol dimethyl ether

Structure

CAS

143-24-8

Category

Poly(ethylene glycol) and Poly(ethylene oxide)

Synonyms

Dimethoxytetraethylene glycol, 2,5,8,11,14-Pentaoxapentadecane, Bis[2-(2-methoxyethoxy)ethyl] ether, Dimethyltetraglycol, Tetraglyme

Description

Polyethylene glycol (PEG) compounds contain a polyether unit, commonly expressed as R1-(O-CH2-CH2)n-O-R2. They are generally biocompatible, non-toxic and stable in both organic and aqueous solutions, and so are extensively used in biological applications, as well as nanotechnology and materials research. Proteins with PEG chain modifications and compounds encapsulated in PEG liposomes exhibit a longer half-life in vivo than their non-PEGylated counterparts, a phenomenon known as PEG shielding. Functionalised PEG lipids and phospholipids can be used for protein-PEG conjugation.

IUPAC Name

1-methoxy-2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethane

Molecular Weight

222.28

Molecular Formula

C10H22O5

Canonical SMILES

COCCOCCOCCOCCOC

InChI

1S/C10H22O5/c1-11-3-5-13-7-9-15-10-8-14-6-4-12-2/h3-10H2,1-2H3

InChI Key

ZUHZGEOKBKGPSW-UHFFFAOYSA-N

Boiling Point

275-276 °C (lit.)

Melting Point

−30 °C (lit.)

Density

1.009 g/mL at 25 °C (lit.)

Application

Activated PEG derivatives can be used to modify peptides, proteins, or in other bioconjugation applications. PEGylated materials have found broad use in drug delivery systems, virology, and immunology, as the incorporation of PEG improves pharmacological properties such as increased water solubility, enhanced resistance to degradation (protein hydrolysis), increased circulation half-life, and reduced antigenicity. In addition to PEGylation, activated PEG derivatives can also be used to form networks for tissue engineering or drug delivery applications, depending on the architecture and reactivity.

Complexity

Covalently-Bonded Unit Count

EC Number

205-594-7

Exact Mass

222.146724g/mol

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Formal Charge

Heavy Atom Count

MDL Number

MFCD00008505