m-dPEG®₁₂-DBCO

m-dPEG®12-DBCO, product number 10596, is a methyl-terminated, discrete polyethylene glycol (dPEG®) click chemistry reagent designed for chemical modification of surfaces through strain promoted azide alkyne cycloaddition (SPAAC). From the terminal methyl group to the reactive site on the dibenzylcyclooctyne (DBCO) group, the total molecular length is 47 atoms (59.8 – 60.8 Å).

Building on the work of Carolyn Bertozzi and colleagues who developed SPAAC (also known as copper free click chemistry), DBCO was designed for bio-orthogonal click chemistry applications using SPAAC. SPAAC avoids the potential toxicity of Cu(I) that is used in Copper(I)-Promoted Azide Alkyne Cycloaddition (CuAAC) discovered by K.

Traditional PEG is a disperse polymer consisting of an intractable mixture of different chain lengths and molecular weights in a Poisson distribution. In contrast, each of Quanta BioDesign's PEG products consists of a single molecular weight of PEG with a discrete chain length, hence the tradename dPEG®. From our founding in 1999, Quanta BioDesign developed the processes for manufacturing dPEG®. Today, we are the world leader in dPEG® research, development, and manufacturing.

Application References:

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.
Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Click Chemistry: Diverse Chemical Function from a Few Good Reactions. Angew. Chem. Int. Ed., 2001, 40, 2004-2021.
Kolb, H. C.; Sharpless, K. B. The growing impact of click chemistry on drug discovery. Drug Disc. Today, 2003, 8(24), 1128-1137.
Baskin, J. M.; Bertozzi, C. R. Bioorthogonal Click Chemistry: Covalent Labeling in Living Systems. QSAR & Combinatorial Science 2007, 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.

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