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689440

Sigma-Aldrich

O-(2-Azidoethyl)heptaethylene glycol

≥95% (oligomer purity)

Synonym(s):

Azido-PEG (n=7)

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About This Item

Empirical Formula (Hill Notation):
C16H33N3O8
CAS Number:
352439-36-2
Molecular Weight:
395.45
Beilstein:
8940056
MDL number:
MFCD08274607
UNSPSC Code:
12352200
PubChem Substance ID:
329761266
NACRES:
NA.22

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6876
BCBV5509
BCBT4285
BCBS3341V
BCBL6466V

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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)
View All Related Papers

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 via Bio-orthogonal Click Reactions

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.

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

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