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689440

Sigma-Aldrich

O-(2-Azidoethyl)heptaethylene glycol

≥95% (oligomer purity)

Synonyme(s) :

Azido-PEG (n=7)

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About This Item

Formule empirique (notation de Hill):
C16H33N3O8
Numéro CAS:
352439-36-2
Poids moléculaire :
395.45
Numéro Beilstein :
8940056
Numéro MDL:
MFCD08274607
Code UNSPSC :
12352200
ID de substance PubChem :
329761266
Nomenclature NACRES :
NA.22

Pureté

≥95% (oligomer purity)

Forme

powder

Poids mol.

average Mn 400

Capacité de réaction

reaction type: click chemistry

Pertinence de la réaction

reagent type: cross-linking reagent

Extrémité Ω

hydroxyl

Extrémité α

azide

Groupe fonctionnel

azide
hydroxyl

Température de stockage

2-8°C

Chaîne 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

Clé InChI

BUMODEBRFGPXRM-UHFFFAOYSA-N

Catégories apparentées

Application

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Selective glycoprotein detection through covalent templating and allosteric click-imprinting.
Stephenson-Brown A, et al.
Chemical Science, 6(9), 5114-5119 (2015)
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)
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)
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)
Afficher tous les articles scientifiques apparentés

Articles

Degradable Poly(ethylene glycol) Hydrogels for 2D and 3D Cell Culture

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.

Versatile Cell Culture Scaffolds: Bio-orthogonal Click

Designing biomaterial scaffolds mimicking complex living tissue structures is crucial for tissue engineering and regenerative medicine advancements.

Versatile Cell Culture Scaffolds: Bio-orthogonal Click

Designing biomaterial scaffolds mimicking complex living tissue structures is crucial for tissue engineering and regenerative medicine advancements.

Versatile Cell Culture Scaffolds: Bio-orthogonal Click

Designing biomaterial scaffolds mimicking complex living tissue structures is crucial for tissue engineering and regenerative medicine advancements.

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