Skip to Content
Merck
All Photos(1)

Key Documents

764248

Sigma-Aldrich

Amino-PEG4-alkyne

Synonym(s):

3,6,9,12-Tetraoxapentadec-14-yn-1-amine, Acetylene-PEG4-amine, H2N-PEG4-propyne, Triethylene glycol 2-aminoethyl propargyl ether

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C11H21NO4
CAS Number:
Molecular Weight:
231.29
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

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

functional group

alkyne
amine

storage temp.

−20°C

SMILES string

NCCOCCOCCOCCOCC#C

InChI

1S/C11H21NO4/c1-2-4-13-6-8-15-10-11-16-9-7-14-5-3-12/h1H,3-12H2

InChI key

QDLPAHLHHBCWOW-UHFFFAOYSA-N

Application

Heterobifunctional linker enabling the connection of an azide containing compound or biomolecule to one with a carboxylic acid. The amine group can be linked to a carboxylic acid through standard coupling procedures (EDC, product #39391, etc...) and the terminal alkyne will react with azides via copper-catalyzed 1,3-dipolar cycloaddition click chemistry. The hydrophilic PEG spacer adds to the water solubility of this reagent, allowing for easy modification of carboxylic acid containing biomolecules such as antibodies, proteins and peptides with the terminal alkyne. The PEG spacer also reduces aggregation of modified proteins stored in solution by adding hydrophilic character.
Amino-PEG4-alkyne may be used to synthesize alkynyl-functionalized iron oxide nanoparticles (IONPs) for preparing glycopolymer-based iron oxide nanoparticles (GIONs) for potential bioscience applications.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Facile fabrication of glycopolymer-based iron oxide nanoparticles and their applications in the carbohydrate?lectin interaction and targeted cell imaging.
Shao C, et al.
Polym. Chem., 7(6), 1337-1344 (2016)
Strain-promoted azide?alkyne cycloaddition for protein?protein coupling in the formation of a bis-hemoglobin as a copper-free oxygen carrier
Singh S, et al.
Organic & Biomolecular Chemistry (2016)

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

Contact Technical Service