4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenol
| Catalog #: | AP10693 |
| Chemical Formula: | C9H8N4O |
| Molecular Weight: | 188.19 |
| CAS: | 58884-35-8 |
| Purity: | 95% |
| Availability: | In Stock |
| SDS: | Download |
| Unit | Price (USD) | |
|---|---|---|
| 250mg | $378.00 | Request quote |
| 500mg | $578.00 | Request quote |
| 1g | $885.00 | Request quote |
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4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenol
This product is an aromatic tetrazine derivative featuring a phenolic hydroxyl group and a methyl-substituted tetrazine ring. The tetrazine moiety undergoes rapid inverse-electron-demand Diels–Alder (IEDDA) reactions with strained alkenes such as TCO or BCN, while the phenolic group provides a versatile handle for further functionalization, making this compound highly valuable in bioorthogonal chemistry and probe development.
Key Features and Benefits:
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Tetrazine Moiety: Enables ultrafast IEDDA click chemistry with strained alkenes.
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Phenolic Hydroxyl: Offers a reactive site for further derivatization or conjugation.
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Methyl Substitution: Enhances stability and reactivity in click reactions.
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High Purity: Ensures reproducibility in sensitive chemical biology workflows.
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Compact Design: Useful as a building block in small-molecule probes and linkers.
Applications:
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Bioorthogonal Chemistry: Enables rapid ligation with TCO/BCN for in vitro and in vivo labeling.
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Probe Development: Serves as a precursor for fluorescent, radiolabeled, or affinity probes.
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Bioconjugation: Supports site-specific protein, peptide, or antibody modification.
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Synthetic Chemistry: Intermediate for advanced tetrazine-based conjugates.
Storage and Handling:
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Storage: Store at –20 °C, protected from light and moisture.
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Handling: Use anhydrous solvents (e.g., DMSO, DMF) and avoid prolonged light exposure to maintain tetrazine stability.
This product provides fast bioorthogonal reactivity and a versatile phenolic group, making it an especially excellent intermediate for conjugation, probe development, and advanced material applications.