trans-AzoTAB
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trans-AzoTAB is a photoresponsive potassium/sodium/calcium channel modulator and DNA-binding agent. trans-AzoTAB undergoes trans-cis isomerization driven by light, with variable polarity and DNA affinity. trans-AzoTAB also enhances voltage-gated potassium currents and inhibits sodium and calcium currents in cardiomyocytes, thereby reducing spontaneous electrical activity and excitation conduction velocity. In addition, trans-AzoTAB induces compaction and frozen conformation of λ-phage DNA, and non-sequence-dependently inhibits transcription and translation processes in the dark; its activity can be reversed and restored by visible light after activation with ultraviolet irradiation. trans-AzoTAB can serve as a probe for two-photon optical regulation of myocardial excitability, and is used to construct photoresponsive interfacial polymer structures.
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- Pureza: 96.01%
- No. CAS: 1109241-72-6
- Fòrmula: C19H26BrN3O2
- Peso molecular:408.33
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Almacenamiento:
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
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Actividad biológica
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Chemical Information
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Solvente y solubilidad
- Pureza y Documentación
- Referencias
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Help & FAQs
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Actividad biológica
Trans-AzoTAB (1-100 μM; ≥3 min) inhibits voltage-gated peak sodium currents in isolated neonatal rat ventricular myocytes in a concentration-dependent manner, with an EC50 of 60 μM, and reduces the current density by approximately 60% at 100 μM[1].
Trans-AzoTAB (100 μM; ≥3 min) inhibits L-type voltage-gated calcium currents in isolated neonatal rat ventricular myocytes by approximately 60%, and this inhibitory effect is reversible via near-ultraviolet light-induced isomerization of Trans-AzoTAB to cis-AzoTAB[1].
Trans-AzoTAB (100 μM; ≥3 min) increases the voltage-gated steady-state potassium current in isolated neonatal rat ventricular myocytes to approximately 145% of the control level, and this enhancing effect is reversible via near-ultraviolet light-induced isomerization of Trans-AzoTAB to cis-AzoTAB[1].
trans-AzoTAB (0.0-2.0 mM) induces end-grafted λ-phage DNA to form a frozen surface-adsorbed conformation at concentrations ≥0.3 mM; its lateral extension continuously increases before reaching the freezing threshold, remains stable in the intermediate concentration range, and decreases at concentrations ≥0.8 mM[2].
trans-AzoTAB (0.0-3.0 mM; 20 min) reversibly regulates the transcriptional activity of T4 genomic DNA with *E. coli* RNA polymerase and DNA conformation in a light-dependent manner; under dark conditions, it completely inhibits transcription at concentrations ≥2.0 mM, and up to 80% of the activity can be restored after 10 min of irradiation with 365 nm ultraviolet light[3].
trans-AzoTAB (0.0-3.0 mM; 20 min) enables reversible regulation of the transcriptional activity of a 5 kb linearized plasmid carrying T7 RNA polymerase via light; transcriptional activity is completely inhibited at concentrations ≥2.0 mM under dark conditions, and after 10 min of irradiation with 365 nm ultraviolet light, transcriptional activity recovers to exceed the control level without altering the nature of the transcript[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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No. CAS 1109241-72-6
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Appearance Solid
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Peso molecular 408.33
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Fòrmula C19H26BrN3O2
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Color Light yellow to yellow
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SMILES
CCOC1=CC=C(/N=N/C2=CC=C(OCC[N+](C)(C)C)C=C2)C=C1.[Br-]
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Solvente y solubilidad
DMSO : 50 mg/mL (122.45 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 (sealed storage, away from moisture). 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 (sealed storage, away from moisture). 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)
Pureza y Documentación
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Ficha de datos (271 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Instrucciones de manejo (2659 KB)
Referencias
[1]. Frolova SR, et al. Photocontrol of Voltage-Gated Ion Channel Activity by Azobenzene Trimethylammonium Bromide in Neonatal Rat Cardiomyocytes. PLoS One. 2016;11(3):e0152018. Published 2016 Mar 25. [Content Brief]
[3]. Estévez-Torres A, et al. Sequence-independent and reversible photocontrol of transcription/expression systems using a photosensitive nucleic acid binder. Proc Natl Acad Sci U S A. 2009;106(30):12219-12223. [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 (sealed storage, away from moisture). 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 | 2.4490 mL | 12.2450 mL | 24.4900 mL | 61.2250 mL |
| 5 mM | 0.4898 mL | 2.4490 mL | 4.8980 mL | 12.2450 mL | |
| 10 mM | 0.2449 mL | 1.2245 mL | 2.4490 mL | 6.1225 mL | |
| 15 mM | 0.1633 mL | 0.8163 mL | 1.6327 mL | 4.0817 mL | |
| 20 mM | 0.1224 mL | 0.6122 mL | 1.2245 mL | 3.0612 mL | |
| 25 mM | 0.0980 mL | 0.4898 mL | 0.9796 mL | 2.4490 mL | |
| 30 mM | 0.0816 mL | 0.4082 mL | 0.8163 mL | 2.0408 mL | |
| 40 mM | 0.0612 mL | 0.3061 mL | 0.6122 mL | 1.5306 mL | |
| 50 mM | 0.0490 mL | 0.2449 mL | 0.4898 mL | 1.2245 mL | |
| 60 mM | 0.0408 mL | 0.2041 mL | 0.4082 mL | 1.0204 mL | |
| 80 mM | 0.0306 mL | 0.1531 mL | 0.3061 mL | 0.7653 mL | |
| 100 mM | 0.0245 mL | 0.1224 mL | 0.2449 mL | 0.6122 mL |
trans-AzoTAB Related Classifications
HY-133240 Related Classifications
Powered by Bioz
- trans-AzoTAB
- 1109241-72-6
- DNA Alkylator/Crosslinker
- Calcium Channel
- Potassium Channel
- Sodium Channel
- PURE System cell-free translation system
- T7 RNA polymerase
- neonatal rat ventricular cardiomyocytes
- cardiomyocyte monolayers
- E. coli RNA polymerase
- PURE System cell-free expression system
- λ-phage DNA
- voltage-gated potassium currents
- voltage-gated sodium currents
- voltage-gated calcium currents
- Inhibitor
- inhibitor
- inhibit