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HomeProduct name listDBCO-amine

DBCO-amine

Synonym(s):DBCO-amine;DBCO-NH2

DBCO-amine Structural

What is DBCO-amine?

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.

The Uses of DBCO-amine

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

The Uses of DBCO-amine

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.

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.

Properties of DBCO-amine

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

Safety information for DBCO-amine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for DBCO-amine

InChIKey PQFQVUMDOWUGMK-CHMOPDDRSA-N
SMILES C(N1CC2=CC=CC=C2C#CC2=CC=CC=C12)(=O)CCN

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