DBCO-amine Chemical Properties

Melting point:

86-96°C

Boiling point:

549.9±50.0 °C(Predicted)

Density 

1.25±0.1 g/cm3(Predicted)

storage temp. 

-20°C

pka

8.81±0.10(Predicted)

form 

Solid

color 

Yellow to Orange

InChI

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

InChIKey

PQFQVUMDOWUGMK-CHMOPDDRSA-N

SMILES

C(N1CC2=CC=CC=C2C#CC2=CC=CC=C12)(=O)CCN

Safety Information

WGK Germany 

3

HS Code 

29339900

DBCO-amine Usage And Synthesis

Description

DBCO-amine is a simple building block containing a DBCO moiety and will add minimal spacer to the modified molecules. In the presence of activators such as EDC or HATU, this reagent can be used to derivatize carboxyl groups or activated esters (e.g. The NHS ester) through a stable amide bond. DBCO is commonly used for copper-free Click Chemistry reactions.

Uses

Azadibenzocyclooctyne amine is a carbonyl reactive reagent used to incorporate ADIBO into organic compounds, surfaces or particlesAzadibenzocyclooctyne amine is widely useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. It reacts with azide functionalized compounds or bimolecules to give stable triazole linkage without a need for a Cu(I) catalyst.

Uses

DBCO-Amine was useful for the study of labelled T-cells, which were used to predict the therapeutic efficacy of adoptive T-cell therapy.

Properties and Applications

DBCO-amine is an aza-dibenzocyclooctyne (DBCO) product used for strain-promoted azide-alkyne cycloaddition (SPAAC, also known as “copper-free click chemistry”). The DBCO moiety reacts selectively with azides via SPAAC to form stable triazole linkages. The amine terminus of the molecule reacts with carboxylic acids and their active esters to form stable amide bonds. Insoluble in water, DBCO-amine is slightly soluble to sparingly soluble in most organic solvents. It recommends dimethylsulfoxide (DMSO), N, N’-dimethylformamide (DMF), or N, N’-dimethylacetamide (DMAC) as solvents for this product. DBCO-amine is relatively insensitive to bases and can be used in the presence of aqueous bases. This product is acid-sensitive. It should not be subjected to pH <5 during reaction or workup. The product should always be stored at -20°C when not in use.

DBCO-amine(1255942-06-3)Related Product Information

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