Skip to Content
Merck
CN

760668

Dibenzocyclooctyne-maleimide

for Copper-free Click Chemistry

Synonym(s):

DBCO-maleimide

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

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
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Quality Segment

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


pictograms

Environment

signalword

Warning

hcodes

pcodes

Hazard Classifications

Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library