(2E)-TCO-PNB ester
Based on 1 Customer Validation
(2E)-TCO-PNB ester is an active reaction substrate with the properties of trans-cyclooctene derivatives. The core chemical property of (2E)-TCO-PNB ester is its ability to undergo efficient inverse electron-demand Diels-Alder (IEDDA) cycloaddition with tetrazine groups. (2E)-TCO-PNB ester can be used in ligation reactions to verify the integrity of tetrazine groups, and also serves as a key synthetic raw material for the preparation of the prodrug TCO-DOX. (2E)-TCO-PNB ester is applied in research related to drug synthesis and bioorthogonal chemistry.
For research use only. We do not sell to patients.
- Purity: 99.46%
- CAS No.: 1580501-97-8
- Formula: C15H17NO5
- Molecular Weight:291.30
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
(2E)-TCO-PNB ester undergoes a complete inverse electron-demand Diels-Alder (IEDDA) click reaction with [11C]-labeled tetrazine, which serves to verify the full reactivity of the tetrazine core[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 1580501-97-8
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Appearance Solid
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Molecular Weight 291.30
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Formula C15H17NO5
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Color White to off-white
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SMILES
O=C(OC1=CC=C([N+]([O-])=O)C=C1)OC2/C=C/CCCCC2
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
DMSO : 100 mg/mL (343.29 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (272 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Zhang Q, et al. Bio-inspired biorthogonal compartmental microparticles for tumor chemotherapy and photothermal therapy. J Nanobiotechnology. 2024;22(1):498. Published 2024 Aug 20. [Content Brief]
[2]. García-Vázquez R, et al. [11 C]Carboxylated Tetrazines for Facile Labeling of Trans-Cyclooctene-Functionalized PeptoBrushes. Macromol Rapid Commun. 2022;43(12):e2100655. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.4329 mL | 17.1644 mL | 34.3289 mL | 85.8222 mL |
| 5 mM | 0.6866 mL | 3.4329 mL | 6.8658 mL | 17.1644 mL | |
| 10 mM | 0.3433 mL | 1.7164 mL | 3.4329 mL | 8.5822 mL | |
| 15 mM | 0.2289 mL | 1.1443 mL | 2.2886 mL | 5.7215 mL | |
| 20 mM | 0.1716 mL | 0.8582 mL | 1.7164 mL | 4.2911 mL | |
| 25 mM | 0.1373 mL | 0.6866 mL | 1.3732 mL | 3.4329 mL | |
| 30 mM | 0.1144 mL | 0.5721 mL | 1.1443 mL | 2.8607 mL | |
| 40 mM | 0.0858 mL | 0.4291 mL | 0.8582 mL | 2.1456 mL | |
| 50 mM | 0.0687 mL | 0.3433 mL | 0.6866 mL | 1.7164 mL | |
| 60 mM | 0.0572 mL | 0.2861 mL | 0.5721 mL | 1.4304 mL | |
| 80 mM | 0.0429 mL | 0.2146 mL | 0.4291 mL | 1.0728 mL | |
| 100 mM | 0.0343 mL | 0.1716 mL | 0.3433 mL | 0.8582 mL |
- (2E)-TCO-PNB ester
- 1580501-97-8
- Biochemical Assay Reagents
- trans-cyclooctene derivative
- [11C]4 radiolabeled tetrazine
- tetrazine moieties
- tetrazine core
- prodrug
- inverse electron demand Diels-Alder ligation
- inverse electron demand Diels-Alder click reaction
- inverse electron demand Diels-Alder cycloaddition
- Inhibitor
- inhibitor
- inhibit