Merck
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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
Empirical Formula (Hill Notation):
C11H21NO4
CAS Number:
Molecular Weight:
231.29
MDL number:
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

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Amino-PEG4-alkyne

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764248

Amino-PEG4-alkyne

Alkyne-PEG5-acid

Sigma-Aldrich

764167

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Biotin-PEG4-alkyne for copper catalyzed click labeling

Sigma-Aldrich

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Amino PEGA resin Novabiochem®

Sigma-Aldrich

8.55015

Amino PEGA resin

form

liquid

form

liquid

form

solid

form

beads

reaction suitability

reaction type: click chemistry

reaction suitability

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

reaction suitability

reaction type: click chemistry

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

functional group

alkyne

functional group

alkyne, carboxylic acid

functional group

-

functional group

amine

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

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

Certificate of Analysis

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Certificate of Origin

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