For research use only!
Shipping: shipped at ambient temperature
Storage Conditions: store at -20 °C
store undissolved, for use prepare a fresh solution
Shelf Life: 12 months after date of delivery (undissolved)
Molecular Formula: C29H37N3O6
Molecular Weight: 523.62 g/mol
Purity: > 95 % (HPLC)
Form: slightly yellow to slightly brown oil
Solubility: DCM, DMF, DMSO, THF
Peptide-small molecule conjugates
Unique carbonyl/carboxyl reactive dibenzylcyclooctyne, which reacts with acids, active esters and aldehydes. The very hydrophilic PEG4 spacer enhances solubility in water as well as in commonly used organic solvents of moderate polarity. Furthermore, the very water soluble, hydrophilic spacer reduces non-specific binding. Due to its length, the 24 Å (20 atoms) long spacer gives ready accessibility to the dibenzylcyclooctyne for the azide binding.
Important Product Information
Do not use DTT, TCEP or β-mercaptoethanol, because they will reduce the azide.
Copper-free Click Reaction
Problem: Low conjugation of DBCO and azide
Simon et al. (2012) Facile Double-Functionalization of Designed Ankyrin Repeat Proteins using Click and Thiol Chemistries. Bioconjugate Chem. 23 (2):279.
Zeng et al. (2012). 64Cu Core-Labeled Nanoparticles with High Specific Activity via Metal-Free Click Chemistry. ACS Nano. 6 (6):5209.
Arumugam et al. (2011). [18F]Azadibenzocyclooctyne ([18F]ADIBO): A biocompatible radioactive labeling synthon for peptides using catalyst free [3+2] cycloaddition. Bioorg. Med. Chem. Lett. 21:6987.
Campbell-Verduyn et al. (2011). Strain-Promoted Copper-Free Click Chemistry for 18F Radiolabeling of Bombesin. Angew. Chem. Int. Ed. 50:11117.
Debets et al. (2010) Aza-dibenzocyclooctynes for fast and efficient enzyme PEGylation via copper-free (3+2) cycloaddition. Chem. Commun. 46:97.