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Jasplakinolide

SIGMA/J4580 - ≥97% (HPLC)

Synonym: Jaspamide

CAS Number: 102396-24-7
Empirical Formula (Hill Notation): C36H45BrN4O6
Molecular Weight: 709.67
MDL Number: MFCD00873735
Linear Formula: C36H45BrN4O6
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-J4580-100UG 100 µg
$815.00
1/EA
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assay ≥97% (HPLC)
color off-white to beige
form film (colorless)
InChI 1S/C36H45BrN4O6/c1-20-15-21(2)17-23(4)47-32(43)19-30(25-11-13-26(42)14-12-25)40-35(45)31(18-28-27-9-7-8-10-29(27)39-33(28)37)41(6)36(46)24(5)38-34(44)22(3)16-20/h7-15,21-24,30-31,39,42H,16-19H2,1-6H3,(H,38,44)(H,40,45)/b20-15+/t21-,22-,23-,24-,30+,31+/m0/s1
InChI key GQWYWHOHRVVHAP-DHKPLNAMSA-N
Quality Level 100 
shipped in wet ice
SMILES string 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](Cc2c(Br)[nH]c3ccccc23)C(=O)N[C@H](CC(=O)O1)c4ccc(O)cc4
solubility DMSO: >2 mg/mL
storage temp. −20°C
Application: Jasplakinolide has been used to analyze its influence on sciatic nerve guidance effect in vivo in chicken embryos. It has also been used to apply on the control cells for the treatment for blocking actin dynamics.
Biochem/physiol Actions: Jasplakinolide is an actin-specific reagent that promotes actin polymerization and stabilizes actin filaments.
Biochem/physiol Actions: Jasplakinolide is an actin-specific reagent that promotes actin polymerization and stabilizes actin filaments. In vitro, Jasplakinolidet potently induces actin polymerization by stimulating actin filament nucleation and competes with phalloidin for actin binding (Kd = 15 nM). In vivo, Jasplakinolide has been found to disrupt actin filaments and induce polymerization of monomeric actin into amorphous masses, the exact mechanism of which has not been determined yet. Jasplakinolide differs from other actin stabilizers in that it is cell permeable. This peptide has fungicidal, insecticidal and antiproliferative activity, and is useful for investigating cell processes mediated by actin polymerization and depolymerization, such as cell adhesion, locomotion, endocytosis, and vesicle sorting and release.
Packaging: 100 μg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥97% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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