| Identification | Back Directory | [Name]
LATRUNCULIN B | [CAS]
76343-94-7 | [Synonyms]
LAT-B
NSC 339663
LATRUNCULIN B
LATRUNCULIN B, LATRUNCULIA MAGNIFICA
LatrunculinBfromLutrunculiamagnifica
LATRUNCULIN B, LUTRUNCULIA MAGNIFICA
Latrunculin B from Latruncula magnifica
Latrunculin B, Latrunculia magnifica - CAS 76343-94-7 - Calbiochem
(4R)-[(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]-2-thiazolidinone
2-Thiazolidinone, 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]-, (4R)-
(4R)-4-[(1R,4S,5Z,9Z,13R,15R)-15-hydroxy-4,9-dimethyl-11-oxo-12,16-dioxabicyclo[11.3.1]heptadeca-5,9-dien-15-yl]-1,3-thiazolidin-2-one | [Molecular Formula]
C20H29NO5S | [MDL Number]
MFCD00270879 | [MOL File]
76343-94-7.mol | [Molecular Weight]
395.51 |
| Chemical Properties | Back Directory | [alpha ]
D24 +112° (c = 0.48 in chloroform) | [storage temp. ]
-20°C | [solubility ]
DMSO: soluble | [form ]
solid | [color ]
light yellow | [optical activity]
+120.123 （CHCl3） | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
| Hazard Information | Back Directory | [Description]
Latrunculin B (76343-94-7) inhibits actin polymerization and disrupts microfilament organization.1 Significantly more potent than cytochalasins in the disruption of microfilament mediated processes2, causes shortening and thickening of stress fibers. Active in cell culture.3,4?Effective doses for latrunculin B vary depending upon cell type but are frequently in the low micromolar range. Note: Latrunculin B is slowly inactivated by fetal bovine serum. | [Uses]
In elucidation of molecular mechanisms of motile processes. | [Uses]
Latrunculin B from Latruncula magnifica has been used for actin depolymerisation in various experiments. It has also been used as a component in bone marrow-derived dendritic cell (BMDC) complete medium, to study the formation of tubules from phagosomes in dendritic cells. | [Uses]
Latrunculin B is an actin polymerization inhibitor. | [Definition]
ChEBI: A macrolide consisting of a 14-membered bicyclic lactone attached to the rare 2-thiazolidinone moiety. It is obtained from the Red Sea sponge Latrunculia magnifica. | [General Description]
Latrunculin B is a macrocyclic toxin, which is produced by Latruncula magnifica. | [Biochem/physiol Actions]
Primary TargetActin polymerization | [storage]
Store at -20°C | [References]
1) Coue?et al. (1987),?Inhibition of actin polymerization by latrunculin; FEBS Lett.,?213?316
2) Spector?et al. (1989),?Latrunculins-novel marine macrolides that disrupt microfilament organization and affect cell growth; Cell Motil. Cytoskeleton,?13?127
3) Wakatsuki?et al. (2001),?Effects of cytochalasin D and latrunculin B on mechanical properties of cells; J. Cell. Sci.,?114?1025
4) Cha?et al. (2004),?The lateral mobility of NHE3 on the apical membrane of renal epithelial OK cells is limited by the PDZ domain proteins NHERF1/2 but is dependent on an intact actin cytoskeleton as determined by FRAP; Prog. Clin. Biol. Res.,?230 4
5) Herrera (2021), Cell cultures, transfection and treatments. protocols.io???https://dx.doi.org/10.17504/protocols.io.77ehrje [Focus Citation] |
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