Azido-dPEG®11-amine, product number 10524, is a water-soluble, biocompatible product. It can function either as a heterobifunctional click chemistry crosslinker or as a homobifunctional carbonyl-reactive crosslinker. An azide group and an amine group terminate opposite ends of a single molecular weight, discrete polyethylene glycol (dPEG®) chain that is 36 atoms (44.2 Å) long. Alkynes react with the azido group in copper-catalyzed, ruthenium-catalyzed, and strain-promoted azide-alkyne cycloaddition reactions to yield triazoles. Also, the azide group can act as a masked amine that reduces to a primary amine via a suitable reducing agent. Furthermore, Azido-dPEG®11-amine can participate in a Staudinger ligation with appropriate phosphine derivatives to create a water-soluble conjugate.
dPEG® Technology Makes a Difference in PEGylation
Quanta BioDesign invented discrete PEG technology. We manufacture and sell our products under the dPEG® trade name. Our products provide all of the benefits of conventional PEG linkers and spacers. However, unlike traditional polymer PEGylation reagents, our products have no dispersity. Thus, our products eliminate the analytical difficulties that traditional PEGylation reagents produce. For more information on our dPEG® technology and products, please visit our “What is dPEG®?” page. To see answers to our most frequently asked questions, please click this link.
The amphiphilic dPEG® product binds up to three molecules of water per oxygen atom in the PEG chain. Because the chain contains eleven (11) oxygens, this product is named “dPEG®11“. Because of the large number of bonded water molecules along the dPEG® chain, Azido-dPEG®11-amine adds hydrodynamic volume and imparts water solubility to any compound to which it is conjugated.
Because the terminal azide group functions in multiple different types of reactions, Azido-dPEG®11-amine can act as either a heterobifunctional or a homobifunctional crosslinking reagent.
As a heterobifunctional click chemistry reagent, the azide group reacts with alkynes to form triazoles. The amino terminus of the molecule then can react with carboxylic acids, aldehydes, or ketones to crosslink the conjugate to another molecule.
As a homobifunctional crosslinker, the amine end reacts first with carboxylic acids (or their active esters), aldehydes, or ketones, leaving the azide end of the molecule free. The reduction of the azido group with a suitable reducing agent, such as triphenylphosphine, yields a free amine that can be conjugated similarly to the conjugation of the first amine group. Reacting the amine groups with aldehydes or ketones results in Schiff bases. Schiff bases require a reduction to secondary amines for bond stability.
Endless possible uses exist for Azido-dPEG®11-amine. How do you plan to tap its potential?
Commercial Scale Product of Azido-dPEG®11-amine is Available
If you need bulk product in a larger package size than our standard sizes, please contact us for a quote. Our commercial capabilities permit us to manufacture this product at any scale that you need.
Hydrophobic crosslinkers create more problems than they solve. Traditional disperse polymer PEG crosslinkers add unnecessary analytical complexity to conjugates that incorporate them.
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