Jasplakinolide

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Cat.No. 2792 - Jasplakinolide | C36H45BrN4O6 | CAS No. 102396-24-7
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)
Datasheet
Citations (10)
Reviews
Literature (1)

Biological Activity

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

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

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 2 3

Preparing Stock Solutions

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.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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References

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


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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:

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

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

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

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


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