The document discusses tco (trans-cyclooctene) derivatives, highlighting their efficiency in strain-promoted inverse electron-demand Diels-Alder reactions with tetrazine derivatives, characterized by rapid rates and selectivity without metal catalysts. These reactions are suitable for bioorthogonal applications such as protein labeling and imaging, and can function as prodrugs under certain conditions. The document also lists various tco derivatives and their uses in synthesis, including different isomers and functional groups.

1. 𝗧𝗖𝗢 (𝙩𝙧𝙖𝙣𝙨-𝗰𝘆𝗰𝗹𝗼𝗼𝗰𝘁𝗲𝗻𝗲) 𝗗𝗲𝗿𝗶𝘃𝗮𝘁𝗶𝘃𝗲𝘀:
𝗧𝗵𝗲 𝗙𝗮𝘀𝘁𝗲𝘀𝘁 𝗖𝗹𝗶𝗰𝗸 𝗥𝗲𝗮𝗰𝘁𝗶𝗼𝗻 𝗥𝗲𝗮𝗴𝗲𝗻𝘁𝘀

2. Introduction
❑The TCO (trans-cyclooctene) moiety is known for its high internal strain on the double bond,
facilitating the Strain-Promoted Inverse Electron-Demand Diels-Alder Reaction (SPIEDAC) with
tetrazine derivatives.
❑This reaction proceeds selectively even in the presence of various functional groups, making it
applicable as a click chemistry tool. Click chemistry utilizing TCO does not require metal catalysts
and exhibits rapid reaction rates as its primary feature.
❑This click chemistry meets the criteria for bioorthogonal reactions (fast, selective, biocompatible,
metal-free) and finds applications in a wide range of uses such as protein labeling and imaging.
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3. ❑The reaction rate between TCO and tetrazine derivatives is described as [TCO > TCO*] and [axial >
equatorial]. However, in biological environments, especially in the presence of thiols, the stability
is characterized as [TCO* > TCO].
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4. ❑Furthermore, recent reports have indicated that the reaction between 2-TCO derivatives and
tetrazine derivatives can exhibit "click-to-release" reactions under metal catalyst-free conditions,
showing promise for their role as prodrugs.
❑Based on these characteristics, we offer a variety of TCO derivatives useful for synthesis, including
4-nitrophenyl carbonate (NPC) esters, amines elongated with PEG, biotins, DBCOs, NHS esters,
maleimide derivatives, and more.
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5. TCO-4-Nitrophenyl Carbonate (NPC) Esters
T4212 TCO-NPC equatorial isomer
T4213 TCO-NPC axial isomer
T4218 TCO*-NPC axial isomer
T4219 TCO*-NPC equatorial isomer

6. TCO-PEG-Amines
T4234 TCO-PEG3-amine equatorial isomer
T4233 TCO-PEG3-amine axial isomer
T4258 TCO*-PEG3-amine equatorial isomer

7. TCO-PEG-DBCOs
T4238 TCO-PEG3-DBCO axial isomer
T4239 TCO-PEG3-DBCO equatorial isomer
T4260 TCO*-PEG3-DBCO equatorial isomer

8. TCO-PEG-Biotins
T4236 TCO-PEG3-Biotin axial isomer
T4237 TCO-PEG3-Biotin equatorial isomer
T4259 TCO*-PEG3-Biotin equatorial isomer

9. TCO-PEG-NHS Esters
T3949 TCO-PEG4-NHS
T4262 TCO*-PEG3-NHS equatorial isomer

10. TCO-PEG-Maleimides
T3948 TCO-PEG3-Maleimide
T4261 TCO*-PEG3-Maleimide equatorial isomer

11. Related Product Category Pages
TCO-Amino Acid
T4126 N-(4E)-TCO-L-lysine
❑ Bioconjugation
❑ Conjugation Chemistry/Click Chemistry

12. PLEASE CONTACT TCI FOR MORE INFORMATION
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