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Sigma-Aldrich

O-(2-Aminoethyl)-O′-(2-azidoethyl)pentaethylene glycol

≥90% (oligomer purity)

Synonym(s):

Azido-PEG-amine (n=6)

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About This Item

Empirical Formula (Hill Notation):
C14H30N4O6
CAS Number:
957486-82-7
Molecular Weight:
350.41
MDL number:
MFCD03453240
UNSPSC Code:
12352200
PubChem Substance ID:
57652623
NACRES:
NA.22

Quality Level

100

Assay

≥90% (oligomer purity)

form

liquid

reaction suitability

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

functional group

amine
azide

storage temp.

2-8°C

SMILES string

NCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

InChI

1S/C14H30N4O6/c15-1-3-19-5-7-21-9-11-23-13-14-24-12-10-22-8-6-20-4-2-17-18-16/h1-15H2

InChI key

VCQSTKKJKNUQBI-UHFFFAOYSA-N

Application

O-(2-Aminoethyl)-O′-(2-azidoethyl)pentaethylene glycol can be used:
  • As a reactant for the synthesis of thin films of azide functionalized poly(L-glutamic acid) for drug delivery.
  • For the synthesis of curcumin monoazide derivatives for fabricating biologically active curcumin conjugates.
  • To modify the surface of TiO2 nanoparticles to attach DNA strands for photocatalytic reduction of CO2.
  • For the conjugation of poly(ethylene glycol) (PEG) with toll-like receptor 7 (TLR7) to improve its pharmaceutical properties.

O-(2-Aminoethyl)-O′-(2-azidoethyl)pentaethylene glycol has been used in the synthesis of Alexa568-azide, a fluorescent azide that can undergo click staining reaction with 5-ethynyluridine-labeled cellular RNA.

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
BCCG2923
BCBW6152
BCBR4041V
BCBP8127V
BCBL9079V

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Synthesis of monofunctional curcumin derivatives, clicked curcumin dimer, and a PAMAM dendrimer curcumin conjugate for therapeutic applications.
Shi W, et al.
Organic Letters, 9(26), 5461-5464 (2007)
Exploring RNA transcription and turnover in vivo by using click chemistry.
Jao CY & Salic A.
Proceedings of the National Academy of Sciences of the USA, 105(41), 15779-15784 (2008)
DNA for Assembly and Charge Transport Photocatalytic Reduction of CO2.
Ma K, et al.
Advanced Sustainable Systems, 2(4), 1700156-1700156 (2018)
Low-fouling, biofunctionalized, and biodegradable click capsules.
Ochs CJ, et al.
Biomacromolecules, 9(12), 3389-3396 (2008)
Metabolic labeling and direct imaging of choline phospholipids in vivo.
Jao CY, et al.
Proceedings of the National Academy of Sciences of the USA, 106(36), 15332-15337 (2009)
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