761516

Dibenzocyclooctyne-acid

storage temp.:-20°C, 95%

• Synonym(s): DBCO-Acid
• Empirical Formula (Hill Notation): C₂₁H₁₉NO₃
• Molecular Weight: 333.38
• MDL number: MFCD22380737
• PubChem Substance ID: 329766553
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• form: solid
• reaction suitability: reaction type: click chemistry; reagent type: linker
• mp: 118-125 °C
• functional group: carboxylic acid
• storage temp.: −20°C
• SMILES string: O=C(CCCCC(O)=O)N1CC2=C(C=CC=C2)C#CC3=C1C=CC=C3
• InChI: 1S/C21H19NO3/c23-20(11-5-6-12-21(24)25)22-15-18-9-2-1-7-16(18)13-14-17-8-3-4-10-19(17)22/h1-4,7-10H,5-6,11-12,15H2,(H,24,25)
• InChI key: NIRLBCOFKPVQLM-UHFFFAOYSA-N

Description

General description

Acid functionalized cyclooctyne derivative. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne click chemistry reactions. This azadibenzocyclooctyne will react with azide functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage.

Application

Dibenzocyclooctyne-acid may be used for the surface modification of eight-arm poly(ethylene glycol), to make it susceptible to strain promoted alkyne-azide cycloaddition (SPAAC) with PEG-bis-azide leading to the formation of hydrogels. These hydrogels are useful for protein immobilization.

Safety Information

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