790451
TCO-amine HCl salt
Synonym(s):
trans-Cyclooctene-amine hydrochloride salt, TCO-NH2, HCl salt
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About This Item
Empirical Formula (Hill Notation):
C12H22N2O2 · HCl
Molecular Weight:
262.78
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
Form:
solid
form
solid
Quality Segment
reaction suitability
reaction type: click chemistry, reagent type: linker
functional group
amine
storage temp.
−20°C
SMILES string
O=C(NCCCN)OC1CCC/C=C/CC1.[H]Cl
InChI
1S/C12H22N2O2.ClH/c13-9-6-10-14-12(15)16-11-7-4-2-1-3-5-8-11;/h1-2,11H,3-10,13H2,(H,14,15);1H/b2-1+;
InChI key
GIYQQURLGCGUKK-TYYBGVCCSA-N
Application
Amine functionalized trans-cyclooctene derivative for incorporation of the cyclooctene moiety into carboxyl containing compounds or biomolecules via standard coupling techniques (DCC; EDC etc...). 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.
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