trans-Cyclooctene-maleimide Chemical Properties

Boiling point:

717.1±60.0 °C(Predicted)

Density 

1.19±0.1 g/cm3(Predicted)

storage temp. 

-20°C

pka

12.38±0.46(Predicted)

form 

liquid

Safety Information

WGK Germany 

3

trans-Cyclooctene-maleimide Usage And Synthesis

reaction suitability

reaction type: click chemistry
reagent type: linker

Biochem/physiol Actions

Maleimide (thiol reactive) functionalized trans-cyclooctene derivative for incorporation of the cyclooctene moiety into thiol containing compounds or biomolecules. Trans-cyclooctenes are useful in strain-promoted copper-free click chemistry cycloaddition reactions with 1; 2; 4; 5-tetrazines. This cyclooctene will react with tetrazine functionalized compounds or biomolecules without the need for a catalyst to result in a stable covalent linkage. The 4+2 inverse electron demand Diels-Alder cycloaddition between trans-cyclooctene and tetrazines is the fastest biologically compatible ligation technology reported and has had many applications in biological labeling and imaging. The PEG spacer allows for increased water solubility; less aggregation and an increased distance between the thiol to be modified and the reactive alkene.

trans-Cyclooctene-maleimide(1609659-01-9)Related Product Information

• Gly-PEG3-(4E)-TCO
• (4E)-TCO-PEG3-amine
• (2E)-TCO-PNB ester
• TCO-PEG4-NHS ester
• (4E)-TCO-PEG4-DBCO
• (4E)-TCO-amine
• TCO-PEG4-Acid
• BDP FL-PEG4-(4E)-TCO
• Sulfo-Cy5-(4E)-TCO
• (4E)-TCO-PEG4-amine
• TCO-PEG3-Amine
• TCO-carbonate
• TCO/E- active ester (p-NPE) / equatorial