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Submit ReviewJasplakinolide
Description: Stabilizes F-actin; promotes actin polymerization
Chemical Name: Cyclo[(3R)-3-(4-hydroxyphenyl)-β-alanyl-(2S,4E,6R,8S)-8-hydroxy-2,4,6-trimethyl-4-nonenoyl-L-alanyl-2-bromo-N-methyl-D-tryptophyl]
Purity: ≥97% (HPLC)
Biological Activity for Jasplakinolide
Jasplakinolide rapidly stabilizes pre-formed actin filaments and inhibits their disassembly in vitro. Also induces polymerization of actin monomers into F-actin in vivo. Shown to bind to F-actin competitively with phalloidin (Cat. No. 4535) (Kd ~ 15 nM). Exhibits antifungal and antiproliferative effects (IC50 = 35 nM for antiproliferative activity in PC3 cells). Cell permeable.
Technical Data for Jasplakinolide
| M. Wt | 709.67 |
| Formula | C36H45BrN4O6 |
| Storage | Store at -20°C |
| Purity | ≥97% (HPLC) |
| CAS Number | 102396-24-7 |
| PubChem ID | 9831636 |
| InChI Key | GQWYWHOHRVVHAP-DHKPLNAMSA-N |
| Smiles | C[C@H](C[C@H](C)OC1=O)/C=C(C)/C[C@H](C)C(N[C@H](C(N([C@H](CC2=C(Br)NC3=C2C=CC=C3)C(N[C@@H]([C@]4=CC=C(O)C=C4)C1)=O)C)=O)C)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Jasplakinolide
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 2 | 3 |
Preparing Stock Solutions for Jasplakinolide
The following data is based on the product molecular weight 709.67. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.03 mM | 46.97 mL | 234.85 mL | 469.7 mL |
| 0.15 mM | 9.39 mL | 46.97 mL | 93.94 mL |
| 0.3 mM | 4.7 mL | 23.49 mL | 46.97 mL |
| 1.5 mM | 0.94 mL | 4.7 mL | 9.39 mL |
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Product Datasheets for Jasplakinolide
References for Jasplakinolide
References are publications that support the biological activity of the product.
Cramer (1999) Role of actin-filament disassembly in lamellipodium protrusion in motile cells revealed using the drug jasplakinolide. Curr.Biol. 9 1095 PMID: 10531004
Bubb et al (2000) Effects of jasplakinolide on the kinetics of actin polymerization. J.Biol.Chem. 275 5163 PMID: 10671562
Bubb et al (1995) Jasplakinolide, a cytotoxic natural product, induces actin polymerization and competitively inhibits the binding of phalloidin to F-actin. J.Biol.Chem. 269 14869 PMID: 8195116
If you know of a relevant reference for Jasplakinolide, please let us know.
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Keywords: Jasplakinolide, Jasplakinolide supplier, actin, f-actin, monomers, polymerization, polymerisation, stabilizers, stabilizes, inducers, induces, polymers, Actin, 2792, Tocris Bioscience
10 Citations for Jasplakinolide
Citations are publications that use Tocris products. Selected citations for Jasplakinolide include:
Neumann et al (2018) Coordination of Receptor Tyrosine Kinase Signaling and Interfacial Tension Dynamics Drives Radial Intercalation and Tube Elongation. Dev Cell 45 67 PMID: 29634937
Turczynska et al (2015) Regulation of smooth muscle dystrophin and synaptopodin 2 expression by actin polymerization and vascular injury. Cell 35 1489 PMID: 25857312
Ruprecht et al (2015) Cortical contractility triggers a stochastic switch to fast amoeboid cell motility. PLoS One 160 673 PMID: 25679761
Zhu et al (2018) Nexilin/NEXN controls actin polymerization in smooth muscle and is regulated by myocardin family coactivators and YAP. Sci Rep 8 13025 PMID: 30158653
Mordue et al (2017) CD47 surface stability is sensitive to actin disruption prior to inclusion within the band 3 macrocomplex. Sci Rep 7 2246 PMID: 28533511
Krawczyk et al (2015) Myocardin Family Members Drive Formation of Caveolae. PLoS One 10 e0133931 PMID: 26244347
LeClaire and Fortwendel (2015) Differential Support of Aspergillus fumigatus Morphogenesis by Yeast and Human Actins. PLoS One 10 e0142535 PMID: 26555617
Warchal et al (2019) Evaluation of Machine Learning Classifiers to Predict Compound Mechanism of Action When Transferred across Distinct Cell Lines. SLAS Discov 24 224 PMID: 30694704
Pfitzer et al (2019) Targeting actin inhibits repair of doxorubicin-induced DNA damage: a novel therapeutic approach for combination therapy. Cell Death Dis 10 302 PMID: 30944311
Galvez et al (2016) Activation of α7 nicotinic acetylcholine receptors protects potentiated synapses from depotentiation during theta pattern stimulation in the hippocampal CA1 region of rats. Neuropharmacology 105 378 PMID: 26867505
Do you know of a great paper that uses Jasplakinolide from Tocris? Please let us know.
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