TCO-Amine, HCl salt

Trans-Cyclooctene (TCO)-Amine is a simple carboxyl-reactive building block containing a TCO moiety and a terminal primary amine group.

Highlights:

  • Biocompatible – click reaction occurs efficiently under mild buffer conditions; requires no accessory reagents such as a copper catalyst or reducing agents (e.g. DTT)
  • Chemoselective – tetzines and trans-cyclooctene groups do not react or interfere with other functional groups found in biological samples but conjugate to one another with high efficiency
  • Unprecedented kinetics – inverse-electron demand Diels-Alder chemistry is the fastest bioorthogonal ligation
  • Short Spacer – 6 carbon atom spacer arm keeps TCO moiety close to tagged molecules
  • Highly stable – TCO functional group remains stable in aqueous buffered media (weeks at 4C, pH 7.5)

TCO-Amine is a simple TCO-containing reagent possessing a terminal primary amines (–NH2) that reacts with carboxyl groups in the presence of activators (e.g. EDC, or DCC) or with activated esters (e.g. NHS esters) forming stable amide bonds. Short spacer arm adds minimal mass to modified molecules (262.8 daltons).

Catalog Number Product Size AVAILABILITY Price Qty
FCC198
TCO-amine, HCl salt, 25 mg
25mg In stock
Regular Price:$195.00
FCC199
TCO-amine, HCl salt, 100 mg
100mg In stock
Regular Price:$495.00
FCC200
TCO-amine, HCl salt, 1000 mg
1000mg In stock
Regular Price:$2,995.00
Specifications

Product Type: Small Molecule
Name: Trans-Cyclooctene (TCO)-Amine, HCl Salt
Chemical Formula: C12H23CIN2O2
Molecular Weight: 262.78
Variant MPN: 1021-25
Purity: >90% by reaction with NHS ester
Solubility: DCM, Chloroform, DMSO, DMF
Storage: Upon receipt store at -20C
Shipped: Ambient temperature

Documentation
Comments

Applications: Protein-protein conjugation, protein-antibody conjugation, protein-small molecule conjugation, 18F radiolabeling, protein-oligonucleotide conjugation, surface modification

References
  1. Karver, M. R., et. al. (2012). "Bioorthogonal Reaction Pairs Enable Simultaneous, Selective, Multi-Target Imaging." Angew. Chem. Int. Ed., 51:920-922.
  2. Blackman, M. L., et. al. (2008). "Tetrazine Ligation: Fast Bioconjugation Based on Inverse- Electron-Demand Diels-Alder Reactivity." J. Am. Chem. Soc., 130:13518-13519
  3. Devaraj, N. K., et. al. (2008) "Tetrazine-Based Cycloadditions: Application to Pretargeted Live Cell Imaging." Bioconjugate Chem., 19(12): 2297–2299.
  4. Devaraj, N. K., et. al. (2009) "Fast and Sensitive Pre-Targeted Labeling of Cancer Cells through a Tetrazine/trans-Cyclooctene Cycloaddition." Angew. Chem. Int. Ed., DOI: 10.1002/anie.200903233
  5. Haun, J.B., et. al. (2009) " Probing Intracellular Biomarkers and Mediators of Cell Activation Using Nanosensor and Bioorthogonal Chemistry" ACS Nano., 5:3204-321
  6. Hu Y, Mao AS, Desai RM, Wang H, Weitz DA, Mooney DJ. Controlled self-assembly of alginate microgels by rapidly binding molecule pairs. Lab Chip. 2017 Jul 11;17(14):2481-2490. View Article

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