GLPBio

Jasplakinolide

Catalog No.: GC17312Purity:>95.00%Synonyms: NSC 613009

stabilizes pre-formed actin filaments and inhibits their disassembly

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Jasplakinolide
Cas No.: 102396-24-7
50ugIn Stock
$347.00
1
100ugIn Stock
$605.00
1

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Description

Jasplakinolide is a natural macrocyclic peptide first isolated from a marine sponge. It potently inhibits the proliferation of PC3 prostate carcinoma cells (IC50 = 35 nM) by binding F-actin (KD = 15 nM).[1] This binding of jasplakinolide to actin, which is competitive with phalloidin, stabilizes actin filaments in vitro but disrupts actin filaments and induces irregular polymerization of monomeric actin in vivo.[1],[2] This compound is used to investigate the role of actin in diverse cellular roles, such as motility, transport, and development.[3],[4]

Reference:
[1]. Bubb, M.R., Senderowicz, A.M.J., Sausville, E.A., et al. Jasplakinolide, a cytotoxic natural product, induces actin polymerization and competitively inhibits the binding of phalloidin to F-actin. The Journal of Biological Chemisty 269(21), 14869-14871 (1994).
[2]. Bubb, M.R., Spector, I., Beyer, B.B., et al. Effects of jasplakinolide on the kinetics of actin polymerization. An explanation for certain in vivo observations. The Journal of Biological Chemisty 275(7), 5163-5170 (2000).
[3]. Van Goor, D., Hyland, C., Schaefer, A.W., et al. The role of actin turnover in retrograde actin network flow in neuronal growth cones. PLoS One 7(2), (2012).
[4]. Zhang, X., Cui, X., Cheng, L., et al. Actin stabilization by jasplakinolide affects the function of bone marrow-derived late endothelial progenitor cells. PLoS One 7(11), (2012).

Product Documents

Purity:>95.00%Appearance:A solid

Chemical Properties

CAS No.
102396-24-7
Synonyms
NSC 613009
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
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
Molecular Formula
C36H45BrN4O6
Molecular Weight
709.67
Solubility
DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
Storage
Store at -20°C,Protect from light
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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