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LATRUNCULIN B

Product Name
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
Formula Weight
395.51
MOL File
76343-94-7.mol
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LATRUNCULIN B Property

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.
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
428020
Product name
Latrunculin B,
Packaging
1mg
Price
$251
Updated
2024/03/01
Sigma-Aldrich
Product number
428020
Product name
Latrunculin B,
Packaging
5mg
Price
$733
Updated
2024/03/01
Cayman Chemical
Product number
10010631
Product name
Latrunculin B
Purity
≥97%
Packaging
1 mg
Price
$219
Updated
2024/03/01
Cayman Chemical
Product number
10010631
Product name
Latrunculin B
Purity
≥97%
Packaging
50μg
Price
$27
Updated
2022/04/27
Cayman Chemical
Product number
10010631
Product name
Latrunculin B
Purity
≥97%
Packaging
100μg
Price
$51
Updated
2022/04/27
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LATRUNCULIN B Chemical Properties,Usage,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

In elucidation of molecular mechanisms of motile processes.

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.

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

76343-94-7, LATRUNCULIN BRelated Search:


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