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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
Molecular Weight:
709.67
MDL Number:
MFCD00873735
MOL File:
102396-24-7.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

JASPLAKINOLIDE Properties

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

SAFETY

Risk and Safety Statements

Hazard statements  H413
Precautionary statements  P273-P501
RIDADR  3172
WGK Germany  3
RTECS  GX7000000
HazardClass  6.1(b)
PackingGroup  III

JASPLAKINOLIDE price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich J4580 Jasplakinolide ≥97% (HPLC) 102396-24-7 100μg $740 2024-03-01 Buy
Cayman Chemical 11705 Jasplakinolide ≥98% 102396-24-7 50μg $169 2024-03-01 Buy
Cayman Chemical 11705 Jasplakinolide ≥98% 102396-24-7 100μg $287 2024-03-01 Buy
Tocris 2792 Jasplakinolide ≥97%(HPLC) 102396-24-7 100U $374 2021-12-16 Buy
Usbiological 044973 Jasplakinolide 102396-24-7 50ug $392 2021-12-16 Buy
Product number Packaging Price Buy
J4580 100μg $740 Buy
11705 50μg $169 Buy
11705 100μg $287 Buy
2792 100U $374 Buy
044973 50ug $392 Buy

JASPLAKINOLIDE Chemical Properties,Uses,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

Global( 42)Suppliers
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TargetMol Chemicals Inc.
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Aladdin Scientific
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32344 50
Shanghai Aladdin Bio-Chem Technology Co.,LTD 400-6206333 18521732826; market@aladdin-e.com China 25015 65
Shanghai Tauto Biotech Co., Ltd. 021-51320588 tauto@tautobiotech.com China 3989 66
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8073 58
ChemStrong Scientific Co.,Ltd 0755-66853366 13670046396 sales@chem-strong.com China 17982 56
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8449 60
JASPLAKINOLIDE 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 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] GQWYWHOHRVVHAP-DHKPLNAMSA-N 102396-24-7 Amines, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals