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Sigma-Aldrich

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

technical, ≥90% (GC)

Synonym(s):

1-Amino-11-azido-3,6,9-trioxaundecane, 2-{2-[2-(2-Azidoethoxy)ethoxy]ethoxy}ethylamine, O-(2-Aminoethyl)-O′-(2-azidoethyl)diethylene glycol

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About This Item

Empirical Formula (Hill Notation):
C8H18N4O3
CAS Number:
134179-38-7
Molecular Weight:
218.25
Beilstein:
4745506
MDL number:
MFCD00269874
UNSPSC Code:
12352125
PubChem Substance ID:
57647613
NACRES:
NA.22
Pricing and availability is not currently available.

grade

technical

Quality Level

200

Assay

≥90% (GC)

form

liquid

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.)

functional group

amine
azide

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.[1][2][3]

Other Notes

Bifunctional, hydrophilic linker[4][5]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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
BCCK0479
BCCB8532
BCBW5737
BCBT5549
BCBR5711V

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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
C.R. Bertozzi et al.
The Journal of Organic Chemistry, 56, 4326-4326 (1991)
Controlled folding of polystyrene single chains: design of asymmetric covalent bridges.
Zamfir M
Polym. Chem., 3(7), 1796-1802 (2012)
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
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)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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