Jasplakinolide

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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

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.

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 for Jasplakinolide

Certificate of Analysis / Product Datasheet
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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


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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:

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


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