Jasplakinolide
Jasplakinolide, a cyclodepsipeptide originally isolated from the marine sponge, Jaspis johnstoni, is a potent inducer of actin polymerization, which also stabilizes pre-formed actin filaments. Jasplakinolide may exert its cytotoxic effect by binding to F-actin. Compared with Ca2+-actin, jasplakinolide shows a much greater effect on Mg2+-actin, and binds to F-actin competitively with phalloidin with a Kd value of ~ 15 nM. Jasplakinolide exhibits both fungicidal and antiproliferative activity. In addition, jasplakinolide is membrane-permeable, which makes it a commonly used tool in cell biology, when actin polymerization or actin filament stabilization has to be achieved.
References:
1. Bubb MR, Senderowicz AM, Sausville EA, et al. Jasplakinolide, a cytotoxic natural product, induces actin polymerization and competitively inhibits the binding of phalloidin to F-actin. Journal of Biological Chemistry, 1994, 269(21): 14869-14871.
2. Holzinger A. Jasplakinolide: an actin-specific reagent that promotes actin polymerization. Methods in Molecular Biology, 2009, 586: 71-87.
| Physical Appearance | An off- |
| Storage | Store at -20°C |
| M.Wt | 709.67 |
| Cas No. | 102396-24-7 |
| Formula | C36H45BrN4O6 |
| Solubility | Soluble in DMSO |
| Chemical Name | (4R,7R,10S,13R,17R,19S,E)-7-((2-bromo-1H-indol-3-yl)methyl)-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetraone |
| SDF | Download SDF |
| Canonical SMILES | BrC(NC1=CC=CC=C21)=C2C[C@H](C(N[C@@H](C(C=C3)=CC=C3O)CC(O[C@@H](C)C[C@@H](C)C=C(C)C[C@@H](C)C(N[C@H]4C)=O)=O)=O)N(C)C4=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
- View current batch:
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
Chemical structure
