J4580

Jasplakinolide

≥97% (HPLC), film (colorless), actin polymerization promoter

• Synonym(s): Jaspamide
• Empirical Formula (Hill Notation): C₃₆H₄₅BrN₄O₆
• CAS Number: 102396-24-7
• Molecular Weight: 709.67
• MDL number: MFCD00873735
• UNSPSC Code: 12352200
• PubChem Substance ID: 329815735
• NACRES: NA.77

Properties

• product name: Jasplakinolide, ≥97% (HPLC)
• Quality Level: 100
• Assay: ≥97% (HPLC)
• form: film (colorless)
• color: off-white to beige
• solubility: DMSO: >2 mg/mL
• shipped in: wet ice
• storage temp.: −20°C
• 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
• 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

Description

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. 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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable