Skip to Content
MilliporeSigma
All Photos(1)

Documents

689440

Sigma-Aldrich

O-(2-Azidoethyl)heptaethylene glycol

≥95% (oligomer purity)

Synonym(s):

Azido-PEG (n=7)

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C16H33N3O8
CAS Number:
Molecular Weight:
395.45
Beilstein/REAXYS Number:
8940056
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95% (oligomer purity)

form

powder

mol wt

average Mn 400

reaction suitability

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

Ω-end

hydroxyl

α-end

azide

functional group

azide
hydroxyl

storage temp.

2-8°C

SMILES string

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

InChI key

BUMODEBRFGPXRM-UHFFFAOYSA-N

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Small bioactivated magnetic quantum dot micelles.
Roullier V, et al.
Chemistry of Materials, 20(21), 6657-6665 (2008)
Selective glycoprotein detection through covalent templating and allosteric click-imprinting.
Stephenson-Brown A, et al.
Chemical Science, 6(9), 5114-5119 (2015)
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)

Articles

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.

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service