CP-Cp

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-Cp is a SNAP-tag substrate containg methylcyclopropene moiety for click chemistry applications. The methylcyclopropene moiety can act as a dienophile in inverse electron-demand Diels-Alder (iEDDA) reactions, where it reacts with 1,2,4,5-tetrazines (Tz) to form a stable bicyclic product. This reaction is useful in bioorthogonal chemistry for bioconjugation and molecular labeling without the need for catalysts, making it highly suitable for live-cell imaging and other biological applications.

References

Schöning, J., Rösner, L., Depke, D. A., Hüwel, S., Kukhar, A., Schäfers, M., & Rentmeister, A. (2025). Toolbox of Clickable Benzylguanines for Labeling of HoxB8-Derived Macrophages via SNAP-Tag and Bioorthogonal Chemistry. Bioconjugate Chemistry. https://doi.org/10.1021/acs.bioconjchem.4c00364

Documents 

Datasheet          MSDS

Citations

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