CP-DBCO

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-DBCO is a SNAP-tag substrate containg DBCO moiety for click chemustry apploications. It forms a covalent bond with the SNAP-tag protein, ensuring stable labeling for long-term tracking. DBCO, or dibenzocyclooctyne, is a key reagent in click chemistry, specifically used in the strain-promoted azide-alkyne cycloaddition (SPAAC) reaction. In SPAAC, DBCO reacts with an azide group to form a stable triazole ring, linking two molecules covalently. Unlike the classic copper-catalyzed azide-alkyne cycloaddition (CuAAC), which uses copper(I) to accelerate the reaction between a terminal alkyne and an azide, SPAAC is copper-free. The strain in DBCO’s cyclooctyne ring drives the reaction forward by releasing energy when it transitions to the triazole product, eliminating the need for a catalyst. This is a big advantage in living systems, where copper can be toxic or interfere with biological processes.

References

Documents 

Datasheet          MSDS

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