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AdipoGen Life Sciences
Latrunculin A
150
CHF
CHF 150.00
In stock
AG-CN2-0027-C100100 µgCHF 150.00
AG-CN2-0027-C500500 µgCHF 560.00
BULK available!
| 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 | Colorless viscous film |
| Solubility | Soluble in DMSO (25mg/ml) or ethanol (25mg/ml). |
| Identity | Determined by 1H-NMR. |
| InChi Key | DDVBPZROPPMBLW-IZGXTMSKSA-N |
| Smiles | O=C(SC1)N[C@]1([H])[C@](C2)(O)O[C@@H](C[C@H]2O3)CC[C@H](C)/C=C\C=C\CC/C(C)=C\C3=O |
| 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. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- 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
- Latrunculins: novel marine toxins that disrupt microfilament organization in cultured cells: I. Spector, et al.; Science 219, 493 (1983)
- 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)
- Inhibition of actin polymerization by latrunculin: A: M. Coue, et al.; FEBS Lett. 213, 316 (1987)
- Latrunculin A is a potent inhibitor of phagocytosis by macrophages: C.A. de Oliveira & B. Mantovani; Life Sci. 43, 1825 (1988)
- 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)
- 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)
- 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)
- 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)
- Nucleolar asymmetry and the importance of septin integrity upon cell cycle arrest: U. Rai, et al.; PLoS ONE 12, e0174306 (2017)
- Trogocytosis of ligand-receptor complex and its intracellular transport in CD30 signaling: M. Nakashima, et al.; Biol Cell. 110, 109 (2018)
- Integrating chemical and mechanical signals through dynamic coupling between cellular protrusions and pulsed ERK activation: J.M. Yang, et al.; Nat. Comm. 9, 4673 (2018)
- Rap1 organizes lymphocyte front-back polarity via RhoA signaling and talin1: Y. Ueda, et al.; iScience 26, 107292 (2023)
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