DBCO-PEG₄-Amine

For general laboratory use.

Shipping: shipped on dry ice

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: 523.63 g/mol

Exact Mass: 523.27 g/mol

CAS#: 1255942-08-5

Purity: ≥ 90 % (HPLC)

Form: oil

Color: slightly yellow to slightly brown

Solubility: DCM, DMF, DMSO, THF

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

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.

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

BIOZ Product Citations:

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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.