A potent inhibitor of nuclear transport
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Leptomycin B

Item No. 10004976

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5S,7S,9R,11,15R,hexamethyl-8-oxo-2E,10E,12E,16Z,18E-nonadecapentaenoic acid
CAS Number
87081-35-4
Synonyms
  • Elactocin
  • LMB
  • Mantuamycin
  • NSC 364372
Molecular Formula
C33H48O6
Formula Weight
540.7
Purity
≥98%
Formulation (Request formulation change)
A 25 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 50 mg/mlMethanol: 50 mg/ml
SMILES
O=C1O[C@@H](/C=C/C(CC)=C\[C@H](C)C/C=C/C(C)=C/[C@@H](C)C([C@@H](C)[C@H](O)[C@@H](C)C/C(C)=C/C(O)=O)=O)[C@@H](C)C=C1
InChi Code
InChI=1S/C33H48O6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38H,9,12,18H2,1-8H3,(H,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19-/t22-,24+,25-,26+,27-
InChi Key
YACHGFWEQXFSBS-XYERBDPFSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 µg

    $43

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    10 µg

    $82

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    25 µg

    $194

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    Product Description

    Leptomycin B is a potent inhibitor of the nuclear export of proteins. It directly blocks the interaction of CRM1 (exportin 1) with nuclear export signals (NES), preventing the export of a broad range of proteins.1 Leptomycin B will also indirectly inhibit the export of mRNA from the nucleus by blocking the nuclear export of mRNA-binding proteins (export factors).2 By blocking the nuclear export of p53, leptomycin B prevents entry of human normal fibroblasts into the S phase of the cell cycle, thus inhibiting proliferation.3 Leptomycin B was originally identified as an antifungal agent and is isolated from Streptomyces sp..

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kudo, N., Wolff, B., Sekimoto, T., et al. Leptomycin B inhibition of signal-mediated nuclear export by direct binding to CRM1. Exp. Cell Res. 242(2), 540-547 (1998).

    2. Nishi, K., Yoshida, M., Fujiwara, D., et al. Leptomycin B targets a regulatory cascade of crm1, a fission yeast nuclear protein, involved in control of higher order chromosome structure and gene expression. The Journal of Biological Chemisty 269(9), 6320-6324 (1994).

    3. Smart, P., Lane, E.B., Lane, D.P., et al. Effects on normal fibroblasts and neuroblastoma cells of the activation of the p53 response by the nuclear export inhibitor leptomycin B. Oncogene 18(51), 7378-7386 (1999).