761540

Dibenzocyclooctyne-amine

for Copper-free Click Chemistry

• Synonyme(s) : DBCO-NH₂, DBCO-amine
• Formule empirique (notation de Hill) : C₁₈H₁₆N₂O
• CAS Number: 1255942-06-3
• Poids moléculaire : 276.33
• Numéro MDL: MFCD22380759
• Code UNSPSC : 12352116
• ID de substance PubChem : 329766557
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: ≥94.5 %
• Forme: solid
• Capacité de réaction: reaction type: click chemistry
• Pertinence de la réaction: reagent type: linker
• Pf: 86-96 °C
• Groupe fonctionnel: amine
• Température de stockage: −20°C
• Chaîne SMILES: NCCC(N1CC2=C(C=CC=C2)C#CC3=C1C=CC=C3)=O
• InChI: 1S/C18H16N2O/c19-12-11-18(21)20-13-16-7-2-1-5-14(16)9-10-15-6-3-4-8-17(15)20/h1-8H,11-13,19H2
• Clé InChI: OCCYFTDHSHTFER-UHFFFAOYSA-N

Description

Description générale

Dibenzocyclooctyne-amine (DBCO-NH2), is a heterobifunctional linker containing a DBCO moiety commonly used for the site-specific functionalization of nanobodies, enabling the addition of reactive DBCO groups for subsequent click chemistry reactions.

Application

Dibenzocyclooctyne-amine can be used as a :

• Linker to link azide-containing functional groups. It facilitates the formation of linkages through Strain-promoted azide-alkyne cycloaddition reactions (SPAAC)
• Reagent in the synthesis of N-heterocyclic carbene metal thiolates. It functionalizes the metal complexes and increases their reactivity in the strain-promoted alkyne–azide cycloaddition (SPAAC) reactions
• Amine functionalized cyclooctyne derivative. 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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable