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LATRUNCULIN B

CAS No.
76343-94-7
Chemical Name:
LATRUNCULIN B
Synonyms
LAT-B;NSC 339663;LATRUNCULIN B;LATRUNCULIN B, LUTRUNCULIA MAGNIFICA;LatrunculinBfromLutrunculiamagnifica;LATRUNCULIN B, LATRUNCULIA 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)-
CBNumber:
CB2186645
Molecular Formula:
C20H29NO5S
Molecular Weight:
395.51
MDL Number:
MFCD00270879
MOL File:
76343-94-7.mol
Last updated:2023-06-30 15:45:59

LATRUNCULIN B Properties

alpha D24 +112° (c = 0.48 in chloroform)
storage temp. -20°C
solubility DMSO: soluble
form solid
color light yellow
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.
FDA UNII LW7U308U7U

SAFETY

Risk and Safety Statements

WGK Germany  3

LATRUNCULIN B price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 428020 Latrunculin B, 76343-94-7 1mg $251 2024-03-01 Buy
Sigma-Aldrich 428020 Latrunculin B, 76343-94-7 5mg $733 2024-03-01 Buy
Cayman Chemical 10010631 Latrunculin B ≥97% 76343-94-7 1 mg $219 2024-03-01 Buy
Cayman Chemical 10010631 Latrunculin B ≥97% 76343-94-7 50μg $27 2022-04-27 Buy
Cayman Chemical 10010631 Latrunculin B ≥97% 76343-94-7 100μg $51 2022-04-27 Buy
Product number Packaging Price Buy
428020 1mg $251 Buy
428020 5mg $733 Buy
10010631 1 mg $219 Buy
10010631 50μg $27 Buy
10010631 100μg $51 Buy

LATRUNCULIN B Chemical Properties,Uses,Production

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

Latrunculin B is an actin polymerization inhibitor.

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

In elucidation of molecular mechanisms of motile processes.

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]

LATRUNCULIN B Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 67)Suppliers
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LATRUNCULIN B, LATRUNCULIA MAGNIFICA LAT-B LatrunculinBfromLutrunculiamagnifica LATRUNCULIN B, LUTRUNCULIA MAGNIFICA NSC 339663 Latrunculin B from Latruncula magnifica LATRUNCULIN B (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 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)-[(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 Latrunculin B, Latrunculia magnifica - CAS 76343-94-7 - Calbiochem 76343-94-7 C20H29NSO5 C20H29NO5S Cytoskeleton and Extracellular Matrix BioChemical Actin Inhibitors and Probes Cell Signaling and Neuroscience Cell Biology