AdipoGen Life Sciences

Jasplakinolide (high purity)

CHF 260.00
In stock
AG-CN2-0037-C05050 µgCHF 260.00
AG-CN2-0037-C100100 µgCHF 420.00
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Product Details
Synonyms Jaspamide; NSC 613009
Product Type Chemical
Properties
Formula

C36H45BrN4O6

MW 709.7
CAS 102396-24-7
Source/Host Chemicals Isolated from Jaspis splendens.
Purity Chemicals ≥98% (HPLC)
Appearance Off-white solid.
Solubility Soluble in ethanol, methanol or DMSO.
Identity Determined by MS.
InChi Key GQWYWHOHRVVHAP-DHKPLNAMSA-N
Smiles C[C@H]1C[C@@H](C)\C=C(C)\C[C@H](C)C(=O)N[C@@H](C)C(=O)N(C)[C@H](CC2=C(Br)NC3=C2C=CC=C3)C(=O)N[C@H](CC(=O)O1)C1=CC=C(O)C=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Cell permeable, non-fluorescent F-actin probe [3, 8, 12].
  • Potent inducer of actin polymerization and stabilization [3, 8, 12].
  • Competes with phallotoxins for actin binding [3].
  • Antifungal and antiparasitic compound [1, 2, 9].
  • Antiproliferative and anticancer compound [3, 4, 5].
  • Apoptosis enhancer/inducer [6, 10].
  • Tool used for autophagy/phagocytosis research [7, 11, 13].
Product References
  1. Jasplakinolide, a cyclodepsipeptide from the marine sponge, Jaspis sp: P. Crews, et al.; Tetrahedron Lett. 27, 2797 (1986)
  2. Jaspamide, a modified peptide from a Jaspis sponge, with insecticidal and antifungal activity: T.M. Zabriskie, et al.; JACS 108, 3123 (1986)
  3. Jasplakinolide, a cytotoxic natural product, induces actin polymerization and competitively inhibits the binding of phalloidin to F-actin: M.R. Bubb, et al.; J. Biol. Chem. 269, 14869 (1994)
  4. Jasplakinolide's inhibition of the growth of prostate carcinoma cells in vitro with disruption of the actin cytoskeleton: A.M. Senderowicz, et al.; J. Natl. Cancer Inst. 87, 46 (1995)
  5. Growth modulation and differentiation of acute myeloid leukemia cells by jaspamide: I. Fabian, et al.; Exp. Hematol. 23, 583 (1995)
  6. Actin stabilization by jasplakinolide enhances apoptosis induced by cytokine deprivation: S.C. Posey & B.E. Bierer; J. Biol. Chem. 274, 4259 (1999)
  7. Alteration of actin organization by jaspamide inhibits ruffling, but not phagocytosis or oxidative burst, in HL-60 cells and human monocytes: I. Fabian, et al.; Blood 93, 3994 (1999)
  8. Jasplakinolide. An actin-specific reagent that promotes actin polymerization: A. Holzinger; Methods Mol. Biol. 161, 109 (2001) (Review)
  9. Effect of jasplakinolide on the growth, invasion, and actin cytoskeleton of Plasmodium falciparum: Y. Mizuno, et al.; Parasitol. Res. 88, 844 (2002)
  10. Induction of apoptosis and CD10/neutral endopeptidase expression by jaspamide in HL-60 line cells: D.P. Cioca & K. Kitano; Cell. Mol. Life Sci. 59, 1377 (2002)
  11. Clearance of a Hirano body-like F-actin aggresome generated by jasplakinolide: F. Lázaro-Diéguez, et al.; Autophagy 4, 717 (2008)
  12. Jasplakinolide: an actin-specific reagent that promotes actin polymerization: A. Holzinger; Methods Mol. Biol. 586, 71 (2009) (Review)
  13. Dynamic macrophage "probing" is required for the efficient capture of phagocytic targets: R.S. Flannagan, et al.; J. Cell Biol. 191, 1205 (2010)
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