761516
Dibenzocyclooctyne-acid
storage temp.:-20°C, 95%
Synonym(s):
DBCO-Acid
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About This Item
Empirical Formula (Hill Notation):
C21H19NO3
Molecular Weight:
333.38
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Assay:
95%
Form:
solid
Quality Segment
assay
95%
form
solid
reaction suitability
reaction type: click chemistry, reagent type: linker
mp
118-125 °C
functional group
carboxylic acid
storage temp.
−20°C
SMILES string
O=C(CCCCC(O)=O)N1CC2=C(C=CC=C2)C#CC3=C1C=CC=C3
InChI
1S/C21H19NO3/c23-20(11-5-6-12-21(24)25)22-15-18-9-2-1-7-16(18)13-14-17-8-3-4-10-19(17)22/h1-4,7-10H,5-6,11-12,15H2,(H,24,25)
InChI key
NIRLBCOFKPVQLM-UHFFFAOYSA-N
General description
Acid functionalized cyclooctyne derivative. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne click chemistry reactions. This azadibenzocyclooctyne will react with azide functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage.
Application
Dibenzocyclooctyne-acid may be used for the surface modification of eight-arm poly(ethylene glycol), to make it susceptible to strain promoted alkyne-azide cycloaddition (SPAAC) with PEG-bis-azide leading to the formation of hydrogels. These hydrogels are useful for protein immobilization.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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