761524

Dibenzocyclooctyne-N-hydroxysuccinimidyl ester

for Copper-free Click Chemistry

• Synonym(s): DBCO-NHS ester, DBCO-SE
• Empirical Formula (Hill Notation): C₂₃H₁₈N₂O₅
• Molecular Weight: 402.40
• MDL number: MFCD24386367
• PubChem Substance ID: 329766555
• NACRES: NA.22

Properties

• Quality Level: 100
• form: solid
• reaction suitability: reaction type: click chemistry; reagent type: cross-linking reagent
• mp: 149-157 (decomposition)
• functional group: NHS ester
• storage temp.: −20°C
• SMILES string: O=C(CCC(ON(C(CC1)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4
• InChI: 1S/C23H18N2O5/c26-20(13-14-23(29)30-25-21(27)11-12-22(25)28)24-15-18-7-2-1-5-16(18)9-10-17-6-3-4-8-19(17)24/h1-8H,11-15H2
• InChI key: XCEBOJWFQSQZKR-UHFFFAOYSA-N

Description

Application

Succinimidyl ester (NHS, amine reactive) functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into amine containing compounds or biomolecules. Cyclooctynes are useful in strain-promoted copper-free click chemistry 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

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable