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J4580

Sigma-Aldrich

Jasplakinolide

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

Sinonimo/i:

Jaspamide

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About This Item

Formula empirica (notazione di Hill):
C36H45BrN4O6
Numero CAS:
102396-24-7
Peso molecolare:
709.67
Numero MDL:
MFCD00873735
Codice UNSPSC:
12352200
ID PubChem:
329815735
NACRES:
NA.77

Nome del prodotto

Jasplakinolide, ≥97% (HPLC)

Livello qualitativo

100

Saggio

≥97% (HPLC)

Stato

film (colorless)

Colore

off-white to beige

Solubilità

DMSO: >2 mg/mL

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
GQWYWHOHRVVHAP-DHKPLNAMSA-N

Applicazioni

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.

Azioni biochim/fisiol

Jasplakinolide is an actin-specific reagent that promotes actin polymerization and stabilizes actin filaments.
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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
037M4716V
115M4734V
105M4739V
035M4775V
074M4730V

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SMIFH2 ≥98% (HPLC)

Sigma-Aldrich

S4826

SMIFH2

Latrunculin B, Latrunculia magnifica Latrunculin B, CAS 76343-94-7, is a unique marine toxin that inhibits actin polymerization and disrupts microfilament organization. It is 10 to 100-fold more potent than cytochalasins.

Sigma-Aldrich

428020

Latrunculin B, Latrunculia magnifica

Latrunculin A, Latrunculia magnifica InSolution, ≥85%, 1 mM in DMSO, marine toxin that disrupts microfilament organization in cultured cells

Sigma-Aldrich

428026

Latrunculin A, Latrunculia magnifica

(−)-Blebbistatin solid, synthetic

Sigma-Aldrich

B0560

(−)-Blebbistatin

Cytochalasin D Ready Made Solution, from Zygosporium mansonii, 5 mg/mL in DMSO

Sigma-Aldrich

C2618

Cytochalasin D

Wiskostatin

Sigma-Aldrich

W2270

Wiskostatin

Jeffery C Noro et al.
Chemistry & biodiversity, 9(10), 2077-2095 (2012-10-20)
The discovery of novel natural products for drug development relies heavily upon a rich biodiversity, of which the marine environment is an obvious example. Marine natural product research has spawned several drugs and many other candidates, some of which are
P Preira et al.
Lab on a chip, 13(1), 161-170 (2012-11-14)
The deformability of circulating leukocytes plays an important role in the physiopathology of several diseases like sepsis or acute respiratory distress syndrome (ARDS). We present here a microfluidic method for the passive testing, sorting and separating of non-adherent cell populations
Pia M Sörensen et al.
ACS chemical biology, 7(9), 1502-1508 (2012-06-26)
Although small molecule actin modulators have been widely used as research tools, only one cell-permeable small molecule inhibitor of actin depolymerization (jasplakinolide) is commercially available. We report that the natural product cucurbitacin E inhibits actin depolymerization and show that its
Kei H Kojo et al.
Plant & cell physiology, 54(9), 1491-1503 (2013-07-05)
In land plant cells, division planes are precisely predicted by the microtubule preprophase band and cortical actin microfilament pattern called the actin-depleted zone or actin microfilament twin peaks. However, the function of cortical actin microfilament patterning is not clear. In
Long-range self-organization of cytoskeletal myosin II filament stacks
Hu S, et al.
Nature Cell Biology, 19(2), 133-133 (2017)
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