JASPLAKINOLIDE

Product Name: JASPLAKINOLIDE
CAS No.: 102396-24-7
Chemical Name: JASPLAKINOLIDE
Synonyms: NSC 613009;JASPLAKINOLIDE;GQWYWHOHRVVHAP-DHKPLNAMSA-N;JASPLAKINOLIDE, JASPIS JOHNSTONI;Jasplakinolide, Jaspis johnstoni - CAS 102396-24-7 - Calbiochem;Cyclo[(3R)-3-(4-hydroxyphenyl)-β-alanyl-(2S,4E,6R,8S)-8-hydroxy-2,4,6-trimethyl-4-nonenoyl-L-alanyl-2-bromo-N-methyl-D-tryptophyl];(3S,6R,9R,13S,15R,16E,19S)-3,5,13,15,17,19-Hexamethyl-6-[(2-bromo-1H-indole-3-yl)methyl]-9-(4-hydroxyphenyl)-12-oxa-2,5,8-triazacyclononadeca-16-ene-1,4,7,11-tetraone;[3S,6R,9R,13S,15R,19S,16E,(+)]-6-[(2-Bromo-1H-indol-3-yl)methyl]-9-(4-hydroxyphenyl)-3,5,13,15,17,19-hexamethyl-2,5,8-triaza-12-oxacyclononadecan-16-ene-1,4,7,11-tetrone
CBNumber: CB0703307
Molecular Formula: C36H45BrN4O6
Formula Weight: 709.67
MOL File: 102396-24-7.mol

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JASPLAKINOLIDE Property

Melting point:: 110℃ (decomposition)
storage temp.: -20°C
solubility: DMSO: >2mg/mL
form: Off-white solid
color: off white to beige

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Safety

RIDADR: 3172
WGK Germany: 3
RTECS: GX7000000
HazardClass: 6.1(b)
PackingGroup: III

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: J4580
Product name: Jasplakinolide
Purity: ≥97% (HPLC)
Packaging: 100μg
Price: $740
Updated: 2024/03/01

Cayman Chemical

Product number: 11705
Product name: Jasplakinolide
Purity: ≥98%
Packaging: 50μg
Price: $169
Updated: 2024/03/01

Cayman Chemical

Product number: 11705
Product name: Jasplakinolide
Purity: ≥98%
Packaging: 100μg
Price: $287
Updated: 2024/03/01

Tocris

Product number: 2792
Product name: Jasplakinolide
Purity: ≥97%(HPLC)
Packaging: 100U
Price: $374
Updated: 2021/12/16

Usbiological

Product number: 044973
Product name: Jasplakinolide
Packaging: 50ug
Price: $392
Updated: 2021/12/16

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JASPLAKINOLIDE Chemical Properties,Usage,Production

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). 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. This compound is used to investigate the role of actin in diverse cellular roles, such as motility, transport, and development.

Uses

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). 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. This compound is used to investigate the role of actin in diverse cellular roles, such as motility, transport, and development.

Uses

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.

Uses

Jasplakinolide is a potent inhibitor of prostrate and breast carcinoma cell proliferation. Also acts as an actin stabilizing agent, affecting chromosome movement in studies.

Definition

ChEBI: A cyclodepsipeptide isolated from Jaspis splendens and has been shown to exhibit antineoplastic activity.

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.

storage

+4°C

JASPLAKINOLIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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JASPLAKINOLIDE Suppliers

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102396-24-7, JASPLAKINOLIDERelated Search:

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JASPLAKINOLIDE

Jasplakinolide, Jaspis johnstoni - CAS 102396-24-7 - Calbiochem

Cyclo[(3R)-3-(4-hydroxyphenyl)-β-alanyl-(2S,4E,6R,8S)-8-hydroxy-2,4,6-trimethyl-4-nonenoyl-L-alanyl-2-bromo-N-methyl-D-tryptophyl]

JASPLAKINOLIDE, JASPIS JOHNSTONI

(3S,6R,9R,13S,15R,16E,19S)-3,5,13,15,17,19-Hexamethyl-6-[(2-bromo-1H-indole-3-yl)methyl]-9-(4-hydroxyphenyl)-12-oxa-2,5,8-triazacyclononadeca-16-ene-1,4,7,11-tetraone

[3S,6R,9R,13S,15R,19S,16E,(+)]-6-[(2-Bromo-1H-indol-3-yl)methyl]-9-(4-hydroxyphenyl)-3,5,13,15,17,19-hexamethyl-2,5,8-triaza-12-oxacyclononadecan-16-ene-1,4,7,11-tetrone

NSC 613009

GQWYWHOHRVVHAP-DHKPLNAMSA-N

102396-24-7

Amines, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals