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Merck

689440

Sigma-Aldrich

O-(2-Azidoethyl)heptaethylene glycol

≥95% (oligomer purity)

Sinónimos:

Azido-PEG (n=7)

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About This Item

Fórmula empírica (notación de Hill):
C16H33N3O8
Número de CAS:
Peso molecular:
395.45
Beilstein:
8940056
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

Ensayo

≥95% (oligomer purity)

Formulario

powder

mol peso

average Mn 400

idoneidad de la reacción

reaction type: click chemistry
reagent type: cross-linking reagent

Ω-final

hydroxyl

α-final

azide

grupo funcional

azide
hydroxyl

temp. de almacenamiento

2-8°C

cadena SMILES

OCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

InChI

1S/C16H33N3O8/c17-19-18-1-3-21-5-7-23-9-11-25-13-15-27-16-14-26-12-10-24-8-6-22-4-2-20/h20H,1-16H2

Clave InChI

BUMODEBRFGPXRM-UHFFFAOYSA-N

Aplicación

O-(2-Azidoethyl)heptaethylene glycol is used to synthesize oligo and poly(ethylene glycol) derivatives that are used as structural units of dendrimers, hydrogels, surface modifiers, self-assembling systems and molecular crosslinkers. This precursor is compatible for acetylene-azide click reactions.

Some of the reported applications include:
  • Synthesis of strain-stiffening hydrogels through self-assembly of oligomers fibres derived from Azido-PEG (n=7).
  • Synthesis of biodegradable tetra-PEG hydrogels for drug delivery system.
  • Synthesis of heterobifunctional oligo(ethylene glycol) linkers for bioconjugation and targeted drug delivery.
  • Preparation of synthetic amphiphiles for programmed pH-dependent dispersions of carbon nanotubes (CNTs).
  • Selective glycoprotein detection through allosteric click-imprinting by using a self-assembled monolayer developed from the above oligomer.
  • Preparation of bioactivated quantum dot micelles containing fluorescent nanocrystals.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Visite la Librería de documentos

Small bioactivated magnetic quantum dot micelles.
Roullier V, et al.
Chemistry of Materials, 20(21), 6657-6665 (2008)
Efficient synthesis of diverse heterobifunctionalized clickable oligo (ethylene glycol) linkers: potential applications in bioconjugation and targeted drug delivery.
Goswami LN, et al.
Organic & Biomolecular Chemistry, 11(7), 1116-1126 (2013)
Selective glycoprotein detection through covalent templating and allosteric click-imprinting.
Stephenson-Brown A, et al.
Chemical Science, 6(9), 5114-5119 (2015)
Strain stiffening hydrogels through self?assembly and covalent fixation of semi?flexible fibers.
Sijbesma RP, et al.
Angewandte Chemie (International Edition in English), 56, 8771-8771 (2017)
Programmed dispersions of MWNTs in aqueous media by coating with photopolymerizable synthetic amphiphiles.
Thauvin C, et al.
The Journal of Physical Chemistry C, 115(15), 7319-7322 (2011)

Artículos

Progress in biotechnology fields such as tissue engineering and drug delivery is accompanied by an increasing demand for diverse functional biomaterials. One class of biomaterials that has been the subject of intense research interest is hydrogels, because they closely mimic the natural environment of cells, both chemically and physically and therefore can be used as support to grow cells. This article specifically discusses poly(ethylene glycol) (PEG) hydrogels, which are good for biological applications because they do not generally elicit an immune response. PEGs offer a readily available, easy to modify polymer for widespread use in hydrogel fabrication, including 2D and 3D scaffold for tissue culture. The degradable linkages also enable a variety of applications for release of therapeutic agents.

Devising biomaterial scaffolds that are capable of recapitulating critical aspects of the complex extracellular nature of living tissues in a threedimensional (3D) fashion is a challenging requirement in the field of tissue engineering and regenerative medicine.

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