Epothilone B (EPO906, Patupilone) (Synonyms: Epo B) |
| رقم الكتالوجGC17240 |
Epothilone B (EPO906 ، Patupilone) هو مثبت للأنابيب الدقيقة مع Ki 0.71μ ؛ M.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 152044-54-7
Sample solution is provided at 25 µL, 10mM.
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Epothilone B (EPO906, Patupilone) is a naturally occurring microtubule-stabilizing macrolide that was first isolated from the myxobacterium Sorangium cellulosum. The EC0.01 value of Epothilone B is 1.8 nM [1].
Epothilone B exhibits the same mechanism of action as paclitaxel. More importantly, in cell culture, Epothilone B is active against paclitaxel-resistant cell lines that express P-glycoprotein. Furthermore, Epothilone B has better solubility in water than paclitaxel [1].
Epothilone B induced an increase in the level of the intracellular free calcium only during the longer times following the treatment in SKOV-3 cells. Besides, the ovarian cancer cells treated with Epothilone B showed a time course dependent increase in the cytosolic fraction of cytochrome c [2].
References:
[1] Regueiro-Ren A1, Borzilleri RM, Zheng X, Kim SH, Johnson JA, Fairchild CR, Lee FY, Long BH, Vite GD. Synthesis and biological activity of novel epothilone aziridines. Org Lett. 2001 Aug 23;3(17):2693-6.
[2] Rogalska A1, Gajek A2, Marczak A2. Epothilone B induces extrinsic pathway of apoptosis in human SKOV-3 ovarian cancer cells. Toxicol In Vitro. 2014 Jun;28(4):675-83.
| Kinase experiment [1]: | |
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Tubulin polymerization assay |
Calf brain microtubule proteins (MTP) were purified, which included approximately 15% ~ 20% microtubule associated proteins. The buffer (MES buffer) used for the Epothilone B-microtubule studies contained 0.1 M 2-morpholinoethanesulfonic acid (MES), 1 mM EGTA, 0.5 mM MgCl2 and 3 M glycerol at pH 6.6. Samples for electron microscopy were placed on carbon-over-Parlodion-coated grids (300 mesh) and negatively stained with 2% uranyl acetate. Microtubule assembly in the presence or absence of Epothilone B was monitored spectrophotometrically by using a spectrophotometer equipped with a thermostatically regulated liquid circulator. The temperature was held at 35 °C and changes in turbidity (representative of polymer mass) were monitored at 350 nm. |
| Cell experiment [2]: | |
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Cell lines |
Hs578T and Hela cells |
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Preparation method |
The solubility of this compound in DMSO is > 25.4 mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37 °C for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below - 20 °C for several months. |
|
Reacting condition |
100 nM; 24 hrs |
|
Applications |
In Hs578T and Hela cells, Epothilone B arrested cells at the G2-M phase, causing cytotoxicity. In Hs578T cells treated with Epothilone B, there was a larger percentage (up to 38%) of cells showing multimininucleation. |
| Animal experiment [3]: | |
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Animal models |
Mouse xenograft models of RPMI 8226 cells |
|
Dosage form |
1-time dose at 4 mg/kg or weekly dose at 2.5 mg/kg (given on days 6, 13, 20 and 27); i.v. |
|
Applications |
In mouse xenograft models of RPMI 8226 cells, Epothilone B (2.5 ~ 4 mg/kg) prolonged survival and inhibited tumor growth. |
|
Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Regueiro-Ren A1, Borzilleri RM, Zheng X, Kim SH, Johnson JA, Fairchild CR, Lee FY, Long BH, Vite GD. Synthesis and biological activity of novel epothilone aziridines. Org Lett. 2001 Aug 23;3(17):2693-6 [2]. Bollag DM, McQueney PA, Zhu J, Hensens O, Koupal L, Liesch J, Goetz M, Lazarides E, Woods CM. Epothilones, a new class of microtubule-stabilizing agents with a taxol-like mechanism of action. Cancer Res. 1995 Jun 1;55(11):2325-33. [3]. Lin B, Catley L, LeBlanc R, Mitsiades C, Burger R, Tai YT, Podar K, Wartmann M, Chauhan D, Griffin JD, Anderson KC. Patupilone (epothilone B) inhibits growth and survival of multiple myeloma cells in vitro and in vivo. Blood. 2005 Jan 1;105(1):350-7. |
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| Cas No. | 152044-54-7 | SDF | |
| المرادفات | Epo B | ||
| Chemical Name | (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione | ||
| Canonical SMILES | CC1CCCC2(C(O2)CC(OC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C)C | ||
| Formula | C27H41NO6S | M.Wt | 507.68 |
| الذوبان | ≥ 25.4mg/mL in DMSO | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.9697 mL | 9.8487 mL | 19.6974 mL |
| 5 mM | 0.3939 mL | 1.9697 mL | 3.9395 mL |
| 10 mM | 0.197 mL | 0.9849 mL | 1.9697 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 23 reference(s) in Google Scholar.)
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