Azido-dPEG®8-NHS ester, product number 10503, is a water-soluble crosslinker used for click chemistry. This product contains an azide group linked to an N-hydroxysuccinimidyl (NHS) ester through a single molecular weight, discrete polyethylene glycol (dPEG®) spacer. Azido-dPEG®8-NHS ester works with copper(I)-catalyzed or ruthenium-catalyzed click chemistry and with copper-free click chemistry using Quanta BioDesign’s line of DBCO-functionalized dPEG® products. The dPEG® spacer imparts water solubility and adds hydrodynamic volume to the conjugated product. The single molecular weight product design, with its discrete chain length, simplifies the analysis of this product.
dPEG® Products are a Better Type of PEG
Quanta BioDesign’s single molecular weight, discrete chain length PEG (dPEG®) products are a superior alternative to traditional polyethylene glycol products. Conventional PEGylation reagents consist of a complex mixture of different chain lengths due to the polymerization processes that form them. In contrast, each of Quanta BioDesign’s dPEG® products contain a discrete chain length of PEG with only one molecular weight. Conjugates made with dPEG® products have less complicated analyses compared to conjugates prepared with traditional PEGylation reagents. For a more thorough discussion on dPEG® products, please see our “What is dPEG®?” page. For answers to our most frequently asked questions, please visit our “Frequently Asked Questions” page.
NHS esters are the most popular, most widely used way to conjugate carboxylic acids to primary or secondary amines resulting in stable amide bonds. NHS esters react quickly and efficiently in aqueous media at physiological pH values (7.0 – 7.5). However, they are prone to hydrolysis at a rate that is pH-dependent.
Barry Sharpless and colleagues defined the rapid, chemoselective, stereospecific reactions between an azide and an alkyne leading to the formation of a triazole ring as click chemistry. From its publication in 2001, click chemistry has grown consistently in popularity and importance for the development of new chemical structures.
The first-reported click chemistry reactions were catalyzed by copper(I) and are known as Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Subsequently, copper-free click chemistry (formally known as strain promoted azide-alkyne cycloaddition, or SPAAC) was developed by Carolyn Bertozzi and colleagues to facilitate click chemistry reactions in living cells without the use of toxic copper salts. For more information, please see Click Chemistry with dPEG® Reagents.
Quanta BioDesign offers many click chemistry reagents, including a broad array of azide-functionalized dPEG® products and dPEG® products functionalized with dibenzyl cyclooctyne (DBCO) for SPAAC. Click this link to see all of our click chemistry products.
Bulk Scale Production is Available for Azido-dPEG®8-NHS ester
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.
What Are You Waiting For?
If you have been using hydrophobic reagents or conventional PEGylation reagents, then you are in for a pleasant surprise! Our dPEG® reagents provide all the benefits of traditional PEGylation reagents without the analytical headaches that are common with ordinary polymer PEG products. Our products are water-soluble and non-immunogenic.
Stop using inferior reagents! Buy Azido-dPEG®8-NHS ester today and discover the dPEG® difference. To get started, click the “Add to Cart” button.
Hermanson, G. T. Chapter 3, The Reactions of Bioconjugation. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, pp 229-258, especially pages 233-234 (NHS esters) and pages 238-239 (fluorophenyl esters). Click here now for a review of Greg’s book and a link to purchase it.
Hermanson, G. T. Chapter 17, Chemoselective Ligation; Bioorthogonal Reagents. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, pp 757-786, particularly pages 769-775 where click chemistry is discussed.
Hermanson, G. T. Chapter 18, PEGylation and Synthetic Polymer Modification. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, pp 787-838.
Baskin, J. M.; Bertozzi, C. R. Bioorthogonal Click Chemistry: Covalent Labeling in Living Systems. QSAR & Combinatorial Science2007, 26(11–12), 1211–1219. https://doi.org/10.1002/qsar.200740086.
Patterson, D. M.; Nazarova, L. A.; Prescher, J. A. Finding the Right (Bioorthogonal) Chemistry. ACS Chem. Biol.2014, 9(3), 592–605. https://doi.org/10.1021/cb400828a.
Dommerholt, J.; Rutjes, F. P. J. T.; van Delft, F. L. Strain-Promoted 1,3-Dipolar Cycloaddition of Cycloalkynes and Organic Azides. Top. Curr. Chem. (Z)2016, 374(2), 16. https://doi.org/10.1007/s41061-016-0016-4.
Johansson, J. R.; Beke-Somfai, T.; Said Stålsmeden, A.; Kann, N. Ruthenium-Catalyzed Azide Alkyne Cycloaddition Reaction: Scope, Mechanism, and Applications. Chem. Rev.2016, 116(23), 14726–14768. https://doi.org/10.1021/acs.chemrev.6b00466.
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