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790451 Sigma-Aldrich

TCO-amine HCl salt

Synonym: trans-Cyclooctene-amine hydrochloride salt, TCO-NH2, HCl salt

  • Empirical Formula (Hill Notation) C12H22N2O2 · HCl

  • Molecular Weight 262.78

  •  PubChem Substance ID 329768216

  •  NACRES NA.22

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper-Free Click Chemistry, Tetrazine/Strained-alkene Click Chemistry Reagents More...
Quality Level   100
storage temp.   −20°C
SMILES string   O=C(NCCCN)OC1CCC/C=C/CC1.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

Description

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.

Packaging

10, 50 mg in clear glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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