Inhibitor of actin polymerization
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Latrunculin B

Item No. 10010631

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
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
CAS Number
76343-94-7
Molecular Formula
C20H29NO5S
Formula Weight
395.5
Purity
≥97%
Formulation (Request formulation change)
A film
Solubility(Learn about Variance in Solubility)
DMSO: 25 mg/mlEthanol: 25 mg/ml
SMILES
C/C(CC/C=C\[C@@H](C)CC[C@@H]1C[C@@H]2C[C@@]([C@@]3([H])NC(SC3)=O)(O)O1)=C/C(O2)=O
InChi Code
InChI=1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17+,20-/m1/s1
InChi Key
NSHPHXHGRHSMIK-JRIKCGFMSA-N
Origin
Animal/Latrunculia magnifica
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $159

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    1 mg

    $239

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    Product Description

    Latrunculin B causes concentration-dependent changes in cell shape and actin organization. It sequesters G-actin and prevents F-actin assembly. It binds monomeric actin with 1:1 stoichiometry and can be used to block actin polymerization both in vitro and in cells (Kd = 60 nM).1 The short-term effects of latrunculin B are comparable to those of latrunculin A, although latrunculin B is slightly less potent.2 However, latrunculin B is gradually inactivated by serum so that induced changes are transient in the continued presence of the compound. For this reason, latrunculin B may have fewer unwanted effects than latrunculin A and may be preferred for short-term studies.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wakatsuki, T., Schwab, B., Thompson, N.C., et al. Effects of cytochalasin D and latrunculin B on mechanical properties of cells. J. Cell Sci. 114, 1025-1036 (2000).

    2. Spector, I., Schochet, N.R., Blasberger, D., et al. Latrunculins-novel marine macrolides that disrupt microfilament organization and affect cell growth: I. comparison with cytochalasin D. Cell Motil. Cytoskeleton 13, 127-144 (1989).