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ChemicalBook--->CAS DataBase List--->1191901-33-3

1191901-33-3

1191901-33-3 Structure

1191901-33-3 Structure
IdentificationBack Directory
[Name]

TCO-carbonate
[CAS]

1191901-33-3
[Synonyms]

TCO-NHS
TCO-NHS ester
TCO-carbonate
(4E)-TCO-NHS ester
1191901-33-3(Mixture)
TCO4 - NHS carbonate / AXIAL isomer
TCO-N-hydroxysuccinimidyl carbonate
TCO4 - NHS carbonate / EQUATORIAL isomer
TCO-NHS Ester,Trans-Cyclooctene-NHS ester
(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate
trans-4-Cycloocten-1-yl 2,5-dioxo-1-pyrrolidinyl carbonate
(E)-4-Cycloocten-1-yl 2,5-dioxo-1-pyrrolidinyl ester carbonic acid
Carbonic acid, (4E)-4-cycloocten-1-yl 2,5-dioxo-1-pyrrolidinyl ester
[Molecular Formula]

C13H17NO5
[MDL Number]

MFCD24386372
[MOL File]

1191901-33-3.mol
[Molecular Weight]

267.28
Chemical PropertiesBack Directory
[Melting point ]

90-105°C
[Boiling point ]

369.1±45.0 °C(Predicted)
[density ]

1.27±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO
[form ]

Solid
[color ]

White to off-white
[InChI]

InChI=1S/C13H17NO5/c15-11-8-9-12(16)14(11)19-13(17)18-10-6-4-2-1-3-5-7-10/h1-2,10H,3-9H2/b2-1+
[InChIKey]

OUGQJOKGFAIFAQ-OWOJBTEDSA-N
[SMILES]

C(ON1C(=O)CCC1=O)(=O)OC1CCCC=CCC1 |t:16|
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

TCO-NHS Ester is an popular reagent to label amine-containing compound or biomolecule, TCOI enable fast click chemistry with tetrazine.
[Uses]

Succinimidyl carbonate/NHS functionalized cyclooctene derivative for incorporation of the cyclooctene moiety into amine containing compounds or biomolecules. 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.
[reaction suitability]

reaction type: click chemistry
reagent type: linker
Spectrum DetailBack Directory
[Spectrum Detail]

TCO-carbonate(1191901-33-3)1HNMR
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