TCO-Amine
trans-Cyclooctene-Amine
HCl salt
| Catálogo Nº | Apresentação | Preço (R$) | Comprar |
|---|---|---|---|
| CLK-1021-25 | 25 mg | Sob demanda | Adicionar ao Carrinho |
| CLK-1021-100 | 100 mg | Sob demanda | Adicionar ao Carrinho |
| CLK-1021-1G | 1 g | Sob demanda | Adicionar ao Carrinho |
For research use only!
Envio: shipped at ambient temperature
Condições de armazenamento: store at -20 °C
Validade: 12 months after date of delivery
Fórmula molecular: C12H22N2O2
Peso molecular: 226.32 g/mol
CAS#: 1609659-02-0
Pureza: > 95 % (functionalization with DBCO-NHS ester followed by HPLC)
Forma: solid
Solubilidade: Chloroform, DCM, DMF, DMSO
Formulários:
Protein-protein conjugates
Protein-antibody conjugates
Protein-small molecule conjugates
18F radiolabelling
Protein-oligonucleotide conjugates
Surface modification
Descrição:
The inverse-electron demand Diels-Alder cycloaddition reaction of trans-Cyclooctenes (TCO) with tetrazines is a bioorthogonal reaction that possesses exceptional kinetics (k > 800 M-1s-1) and selectivity. Such excellent reaction rate constants are unparalleled by any other bioorthogonal reaction pair described to date.
The extremely fast kinetics and selectivity enables the conjugation of two low abundance biopolymers in an aqueous and otherwise complex chemical environment through the formation of a stable dihydropyridazine. This bioorthogonal reaction possesses extreme selectivity and biocompatibility, such that the complimentary reagents can form covalent bonds within richly functionalized biological systems, in some cases, living organisms. The TCO-tetrazine click reaction is a very powerful tool in catalyst-free protein-protein bioconjugation.
Advanced Features
- By far, the fastest kinetics among any other bioorthogonal reaction pairs
- Reactions complete in 30-60 minutes at low protein concentrations (5-10 μM)
- TCO functional group remains stable in aqueous buffered media (weeks at 4°C, pH 7.5)
- Conjugation efficiency > 99 % without requiring a toxic catalyst (e.g. Cu(I))
Important Product Information
- TCO-Amine is supplied as HCl salt. When using this product, the presence of HCl needs to be compensated with the supplemental addition of 1.1 equivalents of a base. When reacting in an organic solvent we recommend to use triethylamine, diisopropylethylamine or 2,6-lutidine, e.g. when reacting with active esters.
Referências selecionadas:
Karver et al. (2012) Bioorthogonal Reaction Pairs Enable Simultaneous, Selective, Multi-Target Imaging. Angew. Chem. Int. Ed. 51:920.
Devaraj et al. (2009) Fast and Sensitive Pre-Targeted Labeling of Cancer Cells through a Tetrazine/trans-Cyclooctene Cycloaddition. Angew. Chem. Int. Ed. 48:7013.
Haun et al. (2009) Probing Intracellular Biomarkers and Mediators of Cell Activation Using Nanosensor and Bioorthogonal Chemistry. ACS Nano. 5:3204.
Blackman et al. (2008) Tetrazine Ligation: Fast Bioconjugation Based on Inverse-Electron-Demand Diels-Alder Reactivity. J. Am. Chem. Soc. 130:13518.
Devaraj et al. (2008) Tetrazine-Based Cycloadditions: Application to Pretargeted Live Cell Imaging. Bioconjugate Chem. 19:2297.