LKT Labs

Biochemicals for Life Science Research

Latrunculin B

Latrunculin B

Product ID L0077
Cas No. 76343-94-7
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $342.70 Please Inquire
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Description

Latrunculin B is a thiazolidinone macrolide found in the Red Sea sponge. Latrunculin acts as an actin inhibitor, binding to G-actin and preventing its transition to F-actin and actin polymerization. This action results in inhibition of rhizoid formation in plants and alterations in Ca2+ trafficking in macrophages. Latrunculin B also exhibits anticancer activity; it induces breaks in double-stranded DNA and increases levels of Bax to induce apoptosis in vitro. Additionally, this compound induces actin microfilament destabilization in prostate cancer cells.

Product Info

Cas No.

76343-94-7
Purity

≥98%
Formula

C20H29NO5S
Formula Wt.

395.51
Chemical Name

(4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
IUPAC Name

(4S)-4-[(4Z,8Z,13R,15R)-15-Hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
Synonym

LAT-B, (+)-latrunculin B
Solubility

Ethanol

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

L0077 MSDS PDF
Info Sheet

L0077 Info Sheet PDF

References

Ahn YT, Shin IJ, Kim JM, et al. Counteracting the activation of pAkt by inhibition of MEK/Erk inhibition reduces actin disruption-mediated apoptosis in PTEN-null PC3M prostate cancer cell lines. Oncol Lett. 2013 Nov;6(5):1383-1389. PMID: 24179529.

Helal MA, Khalifa S, Ahmed S. Differential binding of latrunculins to G-actin: a molecular dynamics study. J Chem Inf Model. 2013 Sep 23;53(9):2369-75. PMID: 23988111.

Kudrimoti S, Ahmed SA, Daga PR, et al. Semisynthetic latrunculin B analogs: studies of actin docking support a proposed mechanism for latrunculin bioactivity. Bioorg Med Chem. 2009 Nov 1;17(21):7517-22. PMID: 19800245.

Yoshida K, Shimmen T. Involvement of actin filaments in rhizoid morphogenesis of Spirogyra. Physiol Plant. 2009 Jan;135(1):98-107. PMID: 19121103.

Kurilova LS, Krutetskaia ZI, Lebedev OE. Effect of latrunculin B, jasplakinolide and brefeldin A on the store-dependent Ca2+ entry in macrophages. Tsitologiia. 2006;48(10):867-74. PMID: 17162846.

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