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
Pricing and availability is not currently available.

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

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2735PSN1 8 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Synthesis of an O-alkynyl-chitosan and its chemoselective conjugation with a PEG-like amino-azide through click chemistry.
Oliveira JR
Carbohydrate Polymers, 87(1), 240-249 (2012)
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...
Controlled folding of polystyrene single chains: design of asymmetric covalent bridges.
Zamfir M
Polym. Chem., 3(7), 1796-1802 (2012)
C.R. Bertozzi et al.
The Journal of Organic Chemistry, 56, 4326-4326 (1991)
Brittany L Hartwell et al.
Journal of autoimmunity, 93, 76-88 (2018-07-17)
Autoreactive lymphocytes that escape central immune tolerance may be silenced via an endogenous peripheral tolerance mechanism known as anergy. Antigen-specific therapies capable of inducing anergy may restore patients with autoimmune diseases to a healthy phenotype while avoiding deleterious side effects...

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