760668
Dibenzocyclooctyne-maleimide
for Copper-free Click Chemistry
Synonym(s):
DBCO-maleimide
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About This Item
Empirical Formula (Hill Notation):
C25H21N3O4
Molecular Weight:
427.45
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352111
MDL number:
Form:
solid
Quality Level
form
solid
reaction suitability
reaction type: click chemistry, reagent type: cross-linking reagent
functional group
maleimide
storage temp.
−20°C
SMILES string
O=C(N1CCC(NCCC(N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4)=O)=O)C=CC1=O
InChI
1S/C25H21N3O4/c29-22(14-16-27-23(30)11-12-24(27)31)26-15-13-25(32)28-17-20-7-2-1-5-18(20)9-10-19-6-3-4-8-21(19)28/h1-8,11-12H,13-17H2,(H,26,29)
InChI key
NHFQNAGPXIVKND-UHFFFAOYSA-N
Application
Maleimide functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into thiol containing compounds or biomolecules. 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.
Applications Include:
Applications Include:
- Protein-peptide conjugates
- Antibody-enzyme or antibody-drug conjugates
- Protein or peptide-oligonucleotide conjugates
- Surface modification
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Articles
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。
Highly robust and optimized conjugation of antibodies to nanoparticles using quantitatively validated protocols.
Jeong S, et al.
Nanoscale, 9(7), 2548-2555 (2017)
Site-selective installation of BASHY fluorescent dyes to Annexin V for targeted detection of apoptotic cells
Cal PM, et al.
Chemical Communications (Cambridge, England), 53(2), 368-371 (2017)
A comparative study of bioorthogonal reactions with azides
Agard, N.; et al.
ACS Chemical Biology, 10, 644-648 (2006)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 760668-1MG | 04061826701584 |
| 760668-50MG | 04061833230466 |
| 760668-5MG | 04061833230473 |