17758

Sigma-Aldrich

11-Azido-3,6,9-trioxaundecan-1-amine

technical, ≥90% (GC)

Synonym(s):
2-{2-[2-(2-Azidoethoxy)ethoxy]ethoxy}ethylamine, 1-Amino-11-azido-3,6,9-trioxaundecane, O-(2-Aminoethyl)-O′-(2-azidoethyl)diethylene glycol
Empirical Formula (Hill Notation):
C8H18N4O3
CAS Number:
Molecular Weight:
218.25
Beilstein/REAXYS Number:
4745506
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

grade

technical

assay

≥90% (GC)

reaction suitability

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

refractive index

n20/D 1.470

density

1.10 g/mL at 20 °C (lit.)

SMILES string

NCCOCCOCCOCCN=[N+]=[N-]

InChI

1S/C8H18N4O3/c9-1-3-13-5-7-15-8-6-14-4-2-11-12-10/h1-9H2

InChI key

FPVCVHVTMPCZTH-UHFFFAOYSA-N

Application

11-Azido-3,6,9-trioxaundecan-1-amine is an azide with polyethylene glycol-like characteristics that can be used to prepare azide-functionalized polymers via click reaction.

Packaging

1, 5 mL in glass bottle

Other Notes

Bifunctional, hydrophilic linker

pictograms

Corrosion

signalword

Danger

hcodes

hazcat

Skin Corr. 1B

storage_class_code

8A - Combustible, corrosive hazardous materials

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

A.W. Schwabacher et al.
The Journal of Organic Chemistry, 63, 1727-1727 (1998)
Hua Wang et al.
Biomaterials science, 8(1), 266-277 (2019-11-07)
Allotransplantation offers the potential to restore the anatomy and function of injured tissues and organs, but typically requires life-long, systemic administration of immunosuppressive drugs to prevent rejection, which can result in serious complications. Targeting the immunosuppressive drug to the graft...
Shigehito Osawa et al.
Biomacromolecules, 17(1), 354-361 (2015-12-20)
Improving the stability of polyplex micelles under physiological conditions is a critical issue for promoting gene transfection efficiencies. To this end, hydrophobic palisade was installed between the inner core of packaged plasmid DNA (pDNA) and the hydrophilic shell of polyplex...
Biological hydrogel synthesized from hyaluronic acid, gelatin and chondroitin sulfate by click chemistry.
Hu X
Acta Biomaterialia, 7(4), 1618-1626 (2011)
Claudia Arndt et al.
Oncoimmunology, 8(11), 1659095-1659095 (2019-10-28)
Chimeric antigen receptor (CAR) T cells have shown impressive therapeutic potential. Due to the lack of direct control mechanisms, therapy-related adverse reactions including cytokine release- and tumor lysis syndrome can even become life-threatening. In case of target antigen expression on...

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