For research use only!
Shipping: shipped at ambient temperature
Storage Conditions: store at -20 °C
Shelf Life: 12 months after date of delivery
Molecular Formula: C24H38N2O10
Molecular Weight: 514.57 g/mol
Purity: > 90 % (HPLC)
Solubility: Chloroform, DCM, DMF, DMSO
Peptide-small molecule conjugates
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.
Important Product Information
Additional Material Required
Procedure for Labeling Proteins
Long-term Aqueous Stability of TCO-labeled Samples
TCO-PEG4-modified goat IgG (17.2 DOL) losses about 10.5 % of its reactivity toward tetrazines when stored at 4°C for 4 weeks and 7 % when stored at -20°C in 100 mM sodium phosphate, 150 mM sodium chloride solution at pH 7.5. For long-term storage azide and thiol-containing buffers should be avoided.
Protein-Protein Tetrazine/TCO Conjugation
Problem: No or poor labeling of protein with TCO
Please click the black arrow on the right to expand the citation list. Click publication title for the full text.
Cobley et al. (2020) Reversible Thiol Oxidation Inhibits the Mitochondrial ATP Synthase in Xenopus Laevis Oocytes Antioxidants 9 (3):215.
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.