CP-Tetrazine

SNAP-tag is a self-labeling protein derived from human O6-alkylguanine-DNA-alkyltransferase. At 20 kDa, SNAP-tag is smaller than HaloTag (33 kDa), potentially reducing interference with the tagged protein’s function. SNAP-tag reacts with covalently with benzylguanine (BG)or chloropyrimidine (CP) derivatives, forming a stable thioether bonds that ensures durability for long-term experiments or harsh conditions. SNAP-tag can be used alongside other tags like CLIP-tag for multicolor labeling. Chloropyrimidine (CP) derivatives generally exhibit better cell permeability compared to their benzylguanine (BG) derivatives. CP-Tetrazine is a SNAP-tag substrate containg a methayltetrazine group for click chemistry applications. Methyltetrazine is typically used in the inverse electron-demand Diels-Alder (iEDDA) reaction, a reaction where tetrazine compounds react with strained dienophiles, such as trans-cyclooctene (TCO) or norbornene derivatives. It is widely used for bioconjugation, fluorescent labeling, and live-cell imaging due to its high reactivity, bioorthogonality, and compatibility with biological systems.

References

Wilhelm, J., Kuhn, S., Tarnawski, M., Gotthard, G., Tunnermann, J., Tanzer, T., Karpenko, J., Mertes, N., Xue, L., Uhrig, U., Reinstein, J., Hiblot, J., & Johnsson, K. (2021). Kinetic and Structural Characterization of the Self-Labeling Protein Tags HaloTag7, SNAP-tag, and CLIP-tag. Biochemistry, 60(33), 2560–2575. https://doi.org/10.1021/acs.biochem.1c00270

Documents 

Datasheet          MSDS

Citations

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