DBCO-amine
Synonym(s):DBCO-amine;DBCO-NH2
- CAS NO.:1255942-06-3
- Empirical Formula: C18H16N2O
- Molecular Weight: 276.33
- MDL number: MFCD22380759
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-13 18:13:23
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) |
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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