MitoPY1CAS# 1041634-69-8 |
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Quality Control & MSDS
3D structure
Package In Stock
Number of papers citing our products
| Cas No. | 1041634-69-8 | SDF | Download SDF |
| PubChem ID | 90488942 | Appearance | Powder |
| Formula | C52H53BIN2O5P | M.Wt | 954.68 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble to 100 mM in DMSO | ||
| Chemical Name | 4-[4-[3-oxo-6'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[2-benzofuran-1,9'-xanthene]-3'-yl]piperazin-1-yl]butyl-triphenylphosphanium;iodide | ||
| SMILES | B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C4(C5=C(O3)C=C(C=C5)N6CCN(CC6)CCCC[P+](C7=CC=CC=C7)(C8=CC=CC=C8)C9=CC=CC=C9)C1=CC=CC=C1C(=O)O4.[I-] | ||
| Standard InChIKey | JPCCULDYUUMFAD-UHFFFAOYSA-M | ||
| Standard InChI | InChI=1S/C52H53BN2O5P.HI/c1-50(2)51(3,4)60-53(59-50)38-26-28-45-47(36-38)57-48-37-39(27-29-46(48)52(45)44-25-15-14-24-43(44)49(56)58-52)55-33-31-54(32-34-55)30-16-17-35-61(40-18-8-5-9-19-40,41-20-10-6-11-21-41)42-22-12-7-13-23-42;/h5-15,18-29,36-37H,16-17,30-35H2,1-4H3;1H/q+1;/p-1 | ||
| 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 | Fluorescent probe for imaging hydrogen peroxide (H2O2) in mitochondria of living cells. Displays enhanced emission at 528 nm in the presence of H2O2. Selective for H2O2 over superoxide, nitric oxide and hydroxyl radical. Detects local increases in H2O2 in an in vitro model of Parkinson's Disease. |
MitoPY1 Dilution Calculator
MitoPY1 Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.0475 mL | 5.2374 mL | 10.4747 mL | 20.9494 mL | 26.1868 mL |
| 5 mM | 0.2095 mL | 1.0475 mL | 2.0949 mL | 4.1899 mL | 5.2374 mL |
| 10 mM | 0.1047 mL | 0.5237 mL | 1.0475 mL | 2.0949 mL | 2.6187 mL |
| 50 mM | 0.0209 mL | 0.1047 mL | 0.2095 mL | 0.419 mL | 0.5237 mL |
| 100 mM | 0.0105 mL | 0.0524 mL | 0.1047 mL | 0.2095 mL | 0.2619 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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Preparation and use of MitoPY1 for imaging hydrogen peroxide in mitochondria of live cells.[Pubmed:23722262]
Nat Protoc. 2013 Jun;8(6):1249-59.
Mitochondria peroxy yellow 1 (MitoPY1) is a small-molecule fluorescent probe that selectively tracks to the mitochondria of live biological specimens and responds to local fluxes of hydrogen peroxide (H(2)O(2)) by a turn-on fluorescence enhancement. This bifunctional dye uses a triphenylphosphonium targeting group and a boronate-based molecular switch to selectively respond to H(2)O(2) over competing reactive oxygen species (ROS) within the mitochondria. MitoPY1 can be used to measure mitochondrial H(2)O(2) levels in both cell culture and tissue models. In this protocol, we describe the synthesis of MitoPY1 and how to use this chemical tool to visualize mitochondrial H(2)O(2) in live cells. The preparation of MitoPY1 is anticipated to take 7-10 d, and assays involving microscopy of cultured mammalian cells can be performed in 1-2 d.
Two-photon fluorescence imaging of intracellular hydrogen peroxide with chemoselective fluorescent probes.[Pubmed:24084856]
J Biomed Opt. 2013 Oct;18(10):106002.
We present the application of two-photon fluorescence (TPF) imaging to monitor intracellular hydrogen peroxide (H(2)O(2)) production in brain cells. For selective imaging of H(2)O(2) over other reactive oxygen species, we employed small-molecule fluorescent probes that utilize a chemoselective boronate deprotection mechanism. Peroxyfluor-6 acetoxymethyl ester detects global cellular H(2)O(2) and mitochondria peroxy yellow 1 detects mitochondrial H(2)O(2). Two-photon absorption cross sections for these H(2)O(2) probes are measured with a mode-locked Ti:sapphire laser in the wavelength range of 720 to 1040 nm. TPF imaging is demonstrated in the HT22 cell line to monitor both cytoplasmic H(2)O(2) and localized H(2)O(2) production in mitochondria. Endogenous cytoplasmic H(2)O(2) production is detected with TPF imaging in rat astrocytes modified with d-amino acid oxidase. The TPF H(2)O(2) imaging demonstrated that these chemoselective probes are powerful tools for the detection of intracellular H(2)O(2).
Lighting up H2O2: the molecule that is a "necessary evil" in the cell.[Pubmed:19165849]
Angew Chem Int Ed Engl. 2009;48(17):3022-4.
A cunning plan: In the multifunctional fluorescent probe MitoPY1 the phosphonium head group (red) targets mitochondria and the boronate group (green) responds to hydrogen peroxide. MitoPY1 reacts selectively with mitochondrial H(2)O(2) in living cells, and an increase in fluorescence is triggered by the conversion of MitoPY1 into MitoPY1ox (yellow).
A targetable fluorescent probe for imaging hydrogen peroxide in the mitochondria of living cells.[Pubmed:18605728]
J Am Chem Soc. 2008 Jul 30;130(30):9638-9.
We present the design, synthesis, and biological applications of mitochondria peroxy yellow 1 (MitoPY1), a new type of bifunctional fluorescent probe for imaging hydrogen peroxide levels within the mitochondria of living cells. MitoPY1 combines a chemoselective boronate-based switch and a mitochondrial-targeting phosphonium moiety for detection of hydrogen peroxide localized to cellular mitochondria. Confocal microscopy and flow cytometry experiments in a variety of mammalian cell types show that MitoPY1 can visualize localized changes in mitochondrial hydrogen peroxide concentrations generated by situations of oxidative stress.
