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Merck
CN

431050

Leptomycin B, Streptomyces sp.

InSolution, ≥95%, antibiotic inhibitor of nuclear export, impairs the function of CRM1

Synonym(s):

InSolution Leptomycin B, Streptomyces sp., LMB, Chromosome Region Maintenance 1 Protein Inhibitor I, CRM1 Inhibitor I, Exportin 1 Inhibitor I, XPO1 Inhibitor I

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About This Item

Empirical Formula (Hill Notation):
C33H48O6
CAS Number:
87081-35-4
Molecular Weight:
540.73
UNSPSC Code:
12352200
MDL number:
MFCD06795848

Key Documents

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Product Name

Leptomycin B, Streptomyces sp., InSolution, ≥95%, antibiotic inhibitor of nuclear export, impairs the function of CRM1

storage condition

protect from light
OK to freeze

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-,29-,33-/m1/s1

InChI key

YACHGFWEQXFSBS-NRQIOVFOSA-N

assay

≥95% (HPLC)

form

liquid

manufacturer/tradename

Calbiochem®

shipped in

wet ice

storage temp.

−70°C

Quality Level

100

Physical form

Supplied at 20 µg/ml (5 µg in 250 µl) in absolute ethanol

Preparation Note

Following initial use, aliquot and freeze (-70°C).

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Biochem/physiol Actions

Cell permeable: no
Primary Target
HIV-1 replication in primary human monocytes
Product does not compete with ATP.
Reversible: no
Target IC50: 600 pM in suppressing HIV-1 replication in primary human monocytes

Disclaimer

Toxicity: Flammable (J)

General description

An antifungal antibiotic that acts as an inhibitor of nuclear export because of its ability to interact with and impair the function of the nuclear export factor CRM1. It is about twice as potent as Leptomycin A (Cat. No. 431051) in inhibiting nucleocytoplasmic translocation of Rev, blocks the Rev-dependent export of mRNA into cytoplasm, and suppresses HIV-1 replication in primary human monocytes (IC50 = 600 pM). In addition, LMB effectively induces the accumulation of p53 in the nucleus of normal fibroblasts as well as protects p53 from Mdm2-mediated ubiquitination and degradation.
An unsaturated, branched-chain fatty acid with a terminal lactone ring that acts as a potent inhibitor of CRM-1-mediated (exportin-1) nuclear export. Exhibits antibiotic, anti-fungal, and anti-tumor properties and blocks the progression of the cell cycle at the G1 and G2 phases. Shown to inhibit nucleo-cytoplasmic translocation of Rev at nanomolar concentrations and block Rev-dependent export of mRNA into the cytoplasm. Also shown to suppress HIV-1 replication in primary human monocytes (IC50 = 600 pM). Effectively induces the accumulation of p53 in the nucleus of normal fibroblasts and protects p53 from Mdm2-mediated ubiquitination and degradation. Useful for studies involving nuclear localization and protein trafficking in eukaryotic cells.



Caution! Product contains volatile liquid. Keep product cold at all times.
Caution! Product contains volatile liquid. Keep product cold at all times.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Kau, T.R., and Silver, P.A. 2003. Drug Discov. Today8, 78.
Menendez, S., et al. 2003. Br. J. Cancer88, 636.
Xirodimas, D.P., et al. 2001. Exp. Cell Res.270, 66.
Kudo, N., et al. 1999. Proc. Natl. Acad. Sci. USA96, 9112.
Lain, S., et al. 1999. Exp. Cell Res.248, 457.
Wolff, B., et al. 1997. Chem. Biol.4, 139.
Yoshida, M., et al. 1990. Exp. Cell Res.187, 150.
Komiyama, K., et al. 1985. J. Antibiot.38, 427.

Packaging

Packaged under inert gas

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

55.4 °F

flash_point_c

13 °C

Regulatory Information

危险化学品
This item has

Certificates of Analysis (COA)

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Yutaka Ogawa et al.
iScience, 24(12), 103503-103503 (2021-12-23)
To understand various intranuclear functions, it is important to know when, what, and how proteins enter the nucleus. Although many methods and commercial kits for nuclear fractionation have been developed, there are still no methods for obtaining a complete nuclear
Mark A Rudolf et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 40(20), 3915-3932 (2020-04-29)
Loss of sensory hair cells causes permanent hearing and balance deficits in humans and other mammals, but for nonmammals such deficits are temporary. Nonmammals recover hearing and balance sensitivity after supporting cells proliferate and differentiate into replacement hair cells. Evidence
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Downton, et al.
Frontiers in molecular biosciences, 10, 1187187-1187187 (2023)
Claudia M Fusco et al.
Nature communications, 12(1), 6127-6127 (2021-10-23)
Owing to their morphological complexity and dense network connections, neurons modify their proteomes locally, using mRNAs and ribosomes present in the neuropil (tissue enriched for dendrites and axons). Although ribosome biogenesis largely takes place in the nucleus and perinuclear region

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