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CAS RN: 1380349-88-1 | Product Number: T4126
N-(4E)-TCO-L-lysine
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Purity: >98.0%(HPLC)
Synonyms:
- N6-[[[(E)-Cyclooct-4-en-1-yl]oxy]carbonyl]-L-lysine
- N6-[[(4E)-4-Cycloocten-1-yloxy]carbonyl]-L-lysine
Product Documents:
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| 25MG |
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| Product Number | T4126 |
Purity / Analysis Method 
|
>98.0%(HPLC) |
| Molecular Formula / Molecular Weight | C__1__5H__2__6N__2O__4 = 298.38 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Frozen (-20°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Light Sensitive,Moisture Sensitive,Heat Sensitive |
| CAS RN | 1380349-88-1 |
| Reaxys Registry Number | 22744955 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| NMR | confirm to structure |
Properties (reference)
GHS
Related Laws:
Transport Information:
| H.S.code* | 2924.29-000 |
Application
Strain-Promoted Inverse Electron-demand Diels-Alder Cycloaddition (SPIEDAC) Reaction with Tetarazine
N-(4E)-TCO-L-lysine is an unnatural amino acid (UAA) which can be incorporated in proteins through genetic code expansion using a modified pair of tRNA/tRNA synthetase (tRNA/RS). N-(4E)-TCO-L-lysine has a strained alkene moiety, and reacts with tetrazines through strain-promoted inverse-electron-demand Diels-Alder cycloaddition (SPIEDAC) very rapidly. According to Plass et al. the reaction between N-(4E)-TCO-L-lysine and TAMRA-tetrazine occurred at k = 35000±3000 M-1 s-1.1)
References
- 1) Amino acids for Diels-Alder reactions in living cells
- 2) Spirohexene-Tetrazine Ligation Enables Bioorthogonal Labeling of Class B G Protein-Coupled Receptors in Live Cells
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