| Identification | Back Directory | [Name]
JASPLAKINOLIDE | [CAS]
102396-24-7 | [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 | [Molecular Formula]
C36H45BrN4O6 | [MDL Number]
MFCD00467745 | [MOL File]
102396-24-7.mol | [Molecular Weight]
709.67 |
| Hazard Information | Back Directory | [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 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 |
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