Jasplakinolide

Pricing Availability Delivery Time Qty
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 (4)
Literature

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.

All Tocris products are intended for laboratory research use only.

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 solvent 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
1 mM 1.41 mL 7.05 mL 14.09 mL
5 mM 0.28 mL 1.41 mL 2.82 mL
10 mM 0.14 mL 0.7 mL 1.41 mL
50 mM 0.03 mL 0.14 mL 0.28 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Certificate of Analysis / Product Datasheet
Select another batch:
Safety Datasheet

References

References are publications that support the products' biological activity.

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.

View Related Products by Target

Keywords: actin f-actin monomers polymerization polymerisation stabilizers stabilizes inducers induces polymers actin Actin

4 Citations for Jasplakinolide

Citations are publications that use Tocris products. Selected citations for Jasplakinolide include:

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

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


Do you know of a great paper that uses Jasplakinolide from Tocris? If so please let us know.

Commented out for usability testing

Reviews

TODO: Add Reviews

Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis

Pathways for Jasplakinolide

Protocols

TODO: Add Protocols