N-TCO-L-lysine 

N-TCO-L-lysine is a non-canonical amino acid. N-TCO-L-lysine contains a trans-cyclooctene (TCO) bioorthogonal reactive linker. N-TCO-L-lysine undergoes a bioorthogonal click reaction with SiR-Tz to enable fluorescent labeling of endogenously expressed proteins with site-specific incorporation. When used in combination with SiR-Tz, N-TCO-L-lysine allows super-resolution and live-cell imaging of endogenous proteins^[1].

Guidelines (The following is our recommended protocol, which serves only as a guideline and should be modified according to your specific needs).
1.1 Preparation of Stock Solution^[1]
Prepare a 250 mM N-TCO-L-lysine solution as the stock solution.
1.2 Preparation of Working Solution
Dilute the 250 mM N-TCO-L-lysine solution 1000-fold with McCoy’s 5a medium.
1.3 Experimental Procedures
1) Add the N-TCO-L-lysine working solution to cells to reach a final concentration of 250 μM.
2) Culture the cells at 37 °C under 5% CO₂ for 48 hours, followed by washing with fresh medium. To remove excess N-TCO-L-lysine, wash the cells three times with fresh medium (1 hour each time).
3) Then incubate the cells with a tetrazine dye (5 μM) diluted in fresh medium at 37 °C under 5% CO₂ for 10 minutes.
4) After labeling, wash the cells twice with fresh medium, then continue culturing them at 37 °C under 5% CO₂ for 2-3 hours.
5) Image the resulting live cells using a confocal laser scanning microscope.

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

298.38

C₁₅H₂₆N₂O₄

1380349-88-1

OC([C@@H](N)CCCCNC(OC1CCC/C=C\CC1)=O)=O

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Hao M, et al. Tracking endogenous proteins based on RNA editing-mediated genetic code expansion. Nat Chem Biol. 2024;20(6):721-731.  [Content Brief]