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DBCO-PEG4-Amine

Dibenzylcyclooctyne-PEG4-Amine

Product Cat. No. Amount Price (EUR) Buy / Note
DBCO-PEG4-Amine CLK-A103P-25 25 mg 253,50 Add to Basket/Quote Add to Notepad
DBCO-PEG4-Amine CLK-A103P-100 4 x 25 mg 780,58 Add to Basket/Quote Add to Notepad
DBCO-PEG4-Amine CLK-A103P-500 500 mg 2.672,88 Add to Basket/Quote Add to Notepad

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 (undissolved)

Molecular Formula: C29H37N3O6

Molecular Weight: 523.62 g/mol

CAS#: 1255942-08-5

Purity: > 90 % (HPLC)

Form: slightly yellow to slightly brown oil

Solubility: DCM, DMF, DMSO, THF

Description:
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.

Applications:
Protein-peptide conjugates
Peptide-small molecule conjugates
18F radiolabelling
Protein-oligonucleotide conjugates
Surface modification

Important Product Information

Do not use DTT, TCEP or β-mercaptoethanol, because they will reduce the azide.

Copper-free Click Reaction

  • Prepare the azide-containing sample in reaction buffer.
  • Add DBCO-protein conjugate to azide-containing sample.
  • Recommendation: Add 1 mol equivalent of limiting protein to 1.5 - 3.0 mol equivalents of highest abundance protein.
  • Incubate the reaction at room temperature for 2 - 4 hours or at 4 °C for 2 - 12 hours.
  • The reaction is now ready for purification.

Troubleshooting

Problem: Low conjugation of DBCO and azide

  • Possible reason: Suboptimal reaction conditions
    - Increase incubation time
    - Optimize conjugation conditions by altering molar excess
    - Perform conjugation reactions at 37 °C

Selected References:
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.