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ChemicalBook--->CAS DataBase List--->1609659-01-9

1609659-01-9

1609659-01-9 Structure

1609659-01-9 Structure
IdentificationBack Directory
[Name]

trans-Cyclooctene-maleimide
[CAS]

1609659-01-9
[Synonyms]

TCO-PEG3-maleimide
(4E)-TCO-PEG3-Maleimide
trans-Cyclooctene-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
[Molecular Formula]

C26H41N3O8
[MDL Number]

MFCD28053553
[MOL File]

1609659-01-9.mol
[Molecular Weight]

523.62
Chemical PropertiesBack Directory
[Boiling point ]

717.1±60.0 °C(Predicted)
[density ]

1.19±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[form ]

liquid
[pka]

12.38±0.46(Predicted)
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[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.
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