Optovinphotoactivator of TRPA1 CAS# 348575-88-2 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 348575-88-2 | SDF | Download SDF |
| PubChem ID | 1365101 | Appearance | Powder |
| Formula | C15H13N3OS2 | M.Wt | 315.41 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | DMSO : ≥ 37 mg/mL (117.31 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | (5E)-5-[(2,5-dimethyl-1-pyridin-3-ylpyrrol-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one | ||
| SMILES | CC1=CC(=C(N1C2=CN=CC=C2)C)C=C3C(=O)NC(=S)S3 | ||
| Standard InChIKey | YISGMOZSGOGYOU-NTUHNPAUSA-N | ||
| Standard InChI | InChI=1S/C15H13N3OS2/c1-9-6-11(7-13-14(19)17-15(20)21-13)10(2)18(9)12-4-3-5-16-8-12/h3-8H,1-2H3,(H,17,19,20)/b13-7+ | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Reversible photoactive TRPA1 activator. Stimulates human TRPA1 channels in vitro and enables repeated photoactivation of motor behaviors in wild-type zebrafish (EC50 = 2 μM) and mice, in vivo. |
Optovin Dilution Calculator
Optovin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.1705 mL | 15.8524 mL | 31.7048 mL | 63.4095 mL | 79.2619 mL |
| 5 mM | 0.6341 mL | 3.1705 mL | 6.341 mL | 12.6819 mL | 15.8524 mL |
| 10 mM | 0.317 mL | 1.5852 mL | 3.1705 mL | 6.341 mL | 7.9262 mL |
| 50 mM | 0.0634 mL | 0.317 mL | 0.6341 mL | 1.2682 mL | 1.5852 mL |
| 100 mM | 0.0317 mL | 0.1585 mL | 0.317 mL | 0.6341 mL | 0.7926 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Optovin is an activator of TRPA1 [1].
Transient receptor potential cation channel, subfamily A, member 1 (TRPA1) is an ion channel that involved in signal transduction and growth control. TRPA1 signaling plays an important role in chronic inflammation and neuropathic pain [1].
Optovin is a photoactivator of TRPA1. In dorsal root ganglia (DRG) sensory neurons isolated from mice, optovin significantly activated 33% (35/105) of DRG neurons, which was not occured in the dark. In HEK293T cells transfected with the human TRPA1, optovin activated cells. Optovin activated TRPA1 channels through a photoactivated intermediate that reacted with redox-sensitive cysteine residues in the channel [1].
In wild-type zebrafish embryos, optovin increased light-dependent motor activity with EC50 value of 2 μM. Optovin induced zebrafish respond to 387-nm light stimuli. Optovin acted on sensory neurons and was not dependent on visual pathways for the increase of light-dependent motor activity. In zebrafish with trpa1b mutant, optovin didn’t have effect, which suggested trpa1b is necessary for optovin activity. In adult mice, optovin induced head-shaking behaviors [1].
Reference:
[1]. Kokel D, Cheung CY, Mills R, et al. Photochemical activation of TRPA1 channels in neurons and animals. Nat Chem Biol, 2013, 9(4): 257-263.
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Photochemical activation of TRPA1 channels in neurons and animals.[Pubmed:23396078]
Nat Chem Biol. 2013 Apr;9(4):257-63.
Optogenetics is a powerful research tool because it enables high-resolution optical control of neuronal activity. However, current optogenetic approaches are limited to transgenic systems expressing microbial opsins and other exogenous photoreceptors. Here, we identify Optovin, a small molecule that enables repeated photoactivation of motor behaviors in wild-type zebrafish and mice. To our surprise, Optovin's behavioral effects are not visually mediated. Rather, photodetection is performed by sensory neurons expressing the cation channel TRPA1. TRPA1 is both necessary and sufficient for the Optovin response. Optovin activates human TRPA1 via structure-dependent photochemical reactions with redox-sensitive cysteine residues. In animals with severed spinal cords, Optovin treatment enables control of motor activity in the paralyzed extremities by localized illumination. These studies identify a light-based strategy for controlling endogenous TRPA1 receptors in vivo, with potential clinical and research applications in nontransgenic animals, including humans.
