Basic information Safety Supplier Related

trans-Cyclooctene-maleimide

Basic information Safety Supplier Related

trans-Cyclooctene-maleimide Basic information

Product Name:
trans-Cyclooctene-maleimide
Synonyms:
  • TCO-PEG3-maleimide
  • trans-Cyclooctene-maleimide
  • (4E)-TCO-PEG3-Maleimide
  • Trans-Cyclooctene-PEG3-Maleimide,TCO-PEG3-Maleimide
  • 6,9,12-Trioxa-2,16-diazanonadecanoic acid, 19-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-17-oxo-, 4-cycloocten-1-yl ester
CAS:
1609659-01-9
MF:
C26H41N3O8
MW:
523.62
Mol File:
1609659-01-9.mol
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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)
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Safety Information

WGK Germany 
3
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trans-Cyclooctene-maleimide Usage And Synthesis

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.

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