760668

Dibenzocyclooctyne-maleimide

for Copper-free Click Chemistry

• Synonym(s): DBCO-maleimide
• Empirical Formula (Hill Notation): C₂₅H₂₁N₃O₄
• Molecular Weight: 427.45
• MDL number: MFCD22380750
• PubChem Substance ID: 329766887
• NACRES: NA.22

Properties

• Quality Level: 100
• form: solid
• reaction suitability: reaction type: click chemistry; reagent type: cross-linking reagent
• functional group: maleimide
• storage temp.: −20°C
• SMILES string: O=C(N1CCC(NCCC(N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4)=O)=O)C=CC1=O
• InChI: 1S/C25H21N3O4/c29-22(14-16-27-23(30)11-12-24(27)31)26-15-13-25(32)28-17-20-7-2-1-5-18(20)9-10-19-6-3-4-8-21(19)28/h1-8,11-12H,13-17H2,(H,26,29)
• InChI key: NHFQNAGPXIVKND-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.

Applications Include:

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

Safety Information

• Pictograms: GHS09
• Signal Word: Warning
• Hazard Statements: H400
• Precautionary Statements: P273
• Hazard Classifications: Aquatic Acute 1
• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable