761540
Dibenzocyclooctyne-amine
for Copper-free Click Chemistry
Synonym(s):
DBCO-NH2, DBCO-amine
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About This Item
Product Name
Dibenzocyclooctyne-amine, for Copper-free Click Chemistry
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
SMILES string
NCCC(N1CC2=C(C=CC=C2)C#CC3=C1C=CC=C3)=O
InChI key
OCCYFTDHSHTFER-UHFFFAOYSA-N
assay
≥94.5 %
form
solid
reaction suitability
reaction type: click chemistry
reagent type: linker
mp
86-96 °C
functional group
amine
storage temp.
−20°C
Quality Level
General description
Application
- 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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.
Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.
Copper-free click chemistry is an alternative approach to click chemistry that proceeds at a lower activation barrier and is free of cytotoxic transition metal catalysts.
无铜点击化学是点击化学的一种替代方法，可在较低的活化屏障下进行，且没有细胞毒性过渡金属催化剂。
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