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Merck

760668

Sigma-Aldrich

Dibenzocyclooctyne-maleimide

for Copper-free Click Chemistry

Synonym(e):

DBCO-maleimide

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About This Item

Empirische Formel (Hill-System):
C25H21N3O4
Molekulargewicht:
427.45
MDL-Nummer:
UNSPSC-Code:
12352111
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Form

solid

Eignung der Reaktion

reaction type: click chemistry
reagent type: cross-linking reagent

Funktionelle Gruppe

maleimide

Lagertemp.

−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)

InChIKey

NHFQNAGPXIVKND-UHFFFAOYSA-N

Anwendung

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:
  • Protein-peptide conjugates
  • Antibody-enzyme or antibody-drug conjugates
  • Protein or peptide-oligonucleotide conjugates
  • Surface modification

Piktogramme

Environment

Signalwort

Warning

H-Sätze

P-Sätze

Gefahreneinstufungen

Aquatic Acute 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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