Cat. # AG-CN2-0027

Product Details

Synonyms:LAT-A; NSC 613011

Product Type:Chemical

Properties​​​​​​​
Formula:C22H31NO5S

MW:421.6

Merck Index:14: 5378

CAS:76343-93-6

Source/Host Chemicals:Isolated from Latrunculia magnifica.

Purity Chemicals:≥97% (HPLC)

Appearance:White to light yellow solid.

Solubility:Soluble in DMSO (25mg/ml) or ethanol (25mg/ml).

Identity:Determined by 1H-NMR.

InChi Key:DDVBPZROPPMBLW-IZGXTMSKSA-N

Shipping and Handling

Shipping:AMBIENT

Short Term Storage:+4°C

Long Term Storage:-20°C

Handling Advice:Protect from light.

Use/Stability:Stable for at least 2 years after receipt when stored at -20°C.Store solutions at -20°C in the dark.

Latrunculin A

    • Cell permeable marine toxin [1].
    • Disrupts microfilament-mediated processes [2].
    • Actin polymerization inhibitor in vitro and in vivo by the formation of a 1:1 complex with monomeric G-actin [1, 2, 3, 6].
    • Depolymerizes actin filaments (F-actin) [3].
    • Potent phagocytosis inhibitor [4].
    • Anticancer compound [7, 8]. Suppresses hypoxia-induced HIF-1 activation in tumor cells [7]. Inhibits tumor cell invasion [7].
    • Acts via a different mechanism than cytochalasins.

    Product References

    1. Latrunculins: novel marine toxins that disrupt microfilament organization in cultured cells: I. Spector, et al.; Science 219, 493 (1983)
    2. Latrunculin inhibits the microfilament-mediated processes during fertilization, cleavage and early development in sea urchins and mice: G. Schatten, et al.; Exp. Cell Res. 166, 191 (1986)
    3. Inhibition of actin polymerization by latrunculin: A: M. Coue, et al.; FEBS Lett. 213, 316 (1987)
    4. Latrunculin A is a potent inhibitor of phagocytosis by macrophages: C.A. de Oliveira & B. Mantovani; Life Sci. 43, 1825 (1988)
    5. Latrunculins-novel marine macrolides that disrupt microfilament organization and affect cell growth: I. Comparison with cytochalasin D: I. Spector, et al.; Cell Motil. Cytoskeleton 13, 127 (1989)
    6. Actin-latrunculin A structure and function. Differential modulation of actin-binding protein function by latrunculin A: E.G. Yarmola, et al.; J. Biol. Chem. 275, 28120 (2000)
    7. Latrunculin A and its C-17-O-carbamates inhibit prostate tumor cell invasion and HIF-1 activation in breast tumor cells: K.A. Sayed, et al.; J. Nat. Prod. 71, 396 (2008)
    8. Latrunculin a has a strong anticancer effect in a peritoneal dissemination model of human gastric cancer in mice: H. Konishi, et al.; Anticancer Res. 29, 2091 (2009)
    9. Nucleolar asymmetry and the importance of septin integrity upon cell cycle arrest: U. Rai, et al.; PLoS ONE 12, e0174306 (2017)
    10. Trogocytosis of ligand-receptor complex and its intracellular transport in CD30 signaling: M. Nakashima, et al.; Biol Cell. ahead of print (2018)

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