760676

Dibenzocyclooctyne-PEG4-maleimide

for Copper-free Click Chemistry

• Synonym(s): Polyethylene glycol, DBCO-PEG4-maleimide
• Empirical Formula (Hill Notation): C₃₆H₄₂N₄O₉
• Molecular Weight: 674.74
• MDL number: MFCD22572659
• UNSPSC Code: 12161502
• PubChem Substance ID: 329766888
• NACRES: NA.22

Properties

• form: solid
• reaction suitability: reaction type: click chemistry; reagent type: cross-linking reagent
• functional group: maleimide
• storage temp.: −20°C
• SMILES string: O=C(CCNC(CCOCCOCCOCCOCCNC(CCN1C(C=CC1=O)=O)=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4
• InChI: 1S/C36H42N4O9/c41-32(14-18-39-34(43)11-12-35(39)44)38-17-20-47-22-24-49-26-25-48-23-21-46-19-15-33(42)37-16-13-36(45)40-27-30-7-2-1-5-28(30)9-10-29-6-3-4-8-31(29)40/h1-8,11-12H,13-27H2,(H,37,42)(H,38,41)
• InChI key: VVFZXPZWVJMYPX-UHFFFAOYSA-N

Description

Application

Maleimide functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into thiol containing compounds or biomolecules. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This dibenzocyclooctyne will react with azide functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage. The PEG lipophilic spacer helps to reduce aggregation and precipitation problems when labeling biomolecules.
Applications Include:

• Protein-peptide conjugates
• Antibody-enzyme or antibody-drug conjugates
• Protein or peptide-oligonucleotide conjugates
• Surface modification

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable