DBCO-acid

$240.00 – $1,300.00

Size	Clear

PRODUCT IS SOLD STRICTLY FOR INTERNAL LABORATORY AND RESEARCH PURPOSES ONLY AND HAS NOT BEEN REVIEWED BY THE FDA. PRODUCT IS NOT FOR RESALE AND CANNOT BE INCORPORATED INTO COMMERCIAL GOODS FOR ANY USE OR USED IN THE DEVELOPMENT OF COMMERCIAL PRODUCTS OR IN THE PERFORMANCE OF COMMERCIAL SERVICES UNLESS UNDER A SEPARATE LICENSING, SUPPLY, OR DISTRIBUTOR AGREEMENT WITH QUANTA BIODESIGN, LTD. For information pertaining to the commercial use of our products, please click here to contact us.

Email Sales@QuantaBioDesign.com for Bulk Pricing and Custom Syntheses

Product#: 11814 Categories: Click Chemistry, Copper-Free Click Crosslinkers, DBCO Reagents Tags: 11750, 11815

DBCO-acid, product number 11814, is an aza-dibenzocyclooctyne (DBCO) product used for strain-promoted azide-alkyne cycloaddition (SPAAC, also known as “copper free click chemistry”). The DBCO moiety reacts selectively with azides via SPAAC to form stable triazole linkages. Esterification of the terminal carboxylic acid with N-hydroxysuccinimide (NHS) or 2,3,5,6-tetrafluorophenol (TFP) allows for reaction with a primary amine. Insoluble in water, DBCO-acid is slightly soluble to sparingly soluble in most organic solvents. Quanta BioDesign, Ltd. recommends dimethylsulfoxide (DMSO), N,N’-dimethylformamide (DMF), or N,N’-dimethylacetamide (DMAC) as solvents for this product. DBCO-acid is relatively insensitive to bases and can be used in the presence of aqueous bases. This product is acid sensitive. It should not be subjected to pH < 5 during reaction or workup.

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. By removing the copper(I) catalyst from the reaction, living cells can be labeled with reagents designed for SPAAC. (1) Since the original publication, multiple improvements in strained cyclooctyne reagents resulted in the development of DBCO as a nearly perfect azide partner for SPAAC. (2)

To use DBCO-acid in aqueous media or in cells, it must be conjugated to a water-soluble dPEG^® product. Quanta BioDesign, Ltd. offers numerous products for this purpose, including amino alcohols and amino acids. We also offer many DBCO-based dPEG^® products already prepared for use.

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.

Application References:

Agard, N. J.; Prescher, J. A.; Bertozzi, C. R. A Strain-Promoted [3 + 2] Azide−Alkyne Cycloaddition for Covalent Modification of Biomolecules in Living Systems. J. Am. Chem. Soc. 2004, 126(46), 15046–15047.
Dommerholt, J.; Schmidt, S.; Temming, R.; Hendriks, L. J. A.; Rutjes, F. P. J. T.; vanHest, J. C. M.; Lefeber, D. J.; Friedl, P.; van Delft, F. L. Readily Accessible Bicyclononynes for Bioorthogonal Labeling and Three-Dimensional Imaging of Living Cells. Angewandte Chemie International Edition 2010, 49(49), 9422–9425.