DBCO-dPEG®₁₂-TFP ester

DBCO-dPEG®12-TFP ester, product number 11366, is a heterobifunctional, bioorthogonal crosslinker. The tetrafluorophenyl (TFP) ester reacts specifically with free amines to form amide bonds. The dibenzylcyclooctyne (DBCO) moiety reacts selectively with azides via strain-promoted azide-alkyne cycloaddition (SPAAC) to form triazole linkages. A flexible, single molecular weight, discrete polyethylene glycol (dPEG®) spacer separates the functional groups at each end of the molecule. This dPEG® spacer increases the molecule's hydrophilicity.

Click Chemistry and PEGylation
The published discovery in 2004 of SPAAC, also known as "copper-free click chemistry," by Carolyn Bertozzi and coworkers, improved the click chemistry toolbox. Toxic copper catalysts were eliminated, making the reaction truly bioorthogonal. Because of the removal of copper from the reaction, SPAAC reagents can label living cells. Since the original publication, multiple improvements in strained cyclooctyne reagents resulted in the development of DBCO as a nearly perfect azide partner for SPAAC.

TFP Esters Are Superior to NHS Esters
TFP esters offer many advantages over traditional N-hydroxysuccinimide (NHS) esters. Research demonstrates that compared to NHS esters, TFP esters are more stable to hydrolysis in aqueous media and conjugate more efficiently to amines.

PEGylation with Discrete PEG (dPEG®) Products
OurdPEG® reagents are superior to traditional, polymeric polyethylene glycol (PEG) reagents. Because they form from polymeric processes, conventional PEG reagents are dispersed polymers (Đ > 1). Disperse PEG contains a complex mixture of different chain lengths and molecular weights in a Poisson distribution. In contrast, each dPEG® reagent from Quanta BioDesign, Ltd contains a single PEG compound. DBCO-dPEG®12-TFP ester simplifies the analysis of conjugates formed in the crosslinking reactions because the dPEG® crosslinker is a product with a discrete chain length and a single molecular weight.

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