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CAS NO: 87081-35-4
Molecular Formula: C33H48O6
Molecular Weight: 540.73100
EINECS NO: 617-954-4
MDL NO: NA
Product Description:
Product Name: Leptomycin B CAS NO: 87081-35-4
Synonyms:
Leptomycin B,(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoicacid;
2,10,12,16,18-nonadecapentaenoic acid;
7,9,11,15-hexamethyl-8-oxo--yl)-17-ethyl-6-hydroxy-5;
Chemical Physical Properties:
Appearance: White crystalline solid
Assay : Greater than or equal to 99.0 percent
Density: 1.072 g/cm3
Boiling Point: 725.8 degree at 760 mmHg
Melting Point: 41-44 degree
Flash Point: 224.7 degree
Refractive Index: 1.542
Storage Condition: -20 degree
Safety Information:
Safety Statements: 7-16-24-33-45
HS Code: 2916190090
RIDADR: UN 1230 3
Risk Statements: R23/25
Hazard Codes: T; F
Leptomycin B is a secondary metabolite produced by Streptomyces spp.
Leptomycin B (LMB) was originally discovered as a potent anti-fungal antibiotic. Leptomycin B was found to cause cell elongation of the fission yeast Schizosaccharomyces pombe. Since then this elongation effect has been used for the bioassay of leptomycin. However, recent data shows that Leptomycin causes G1 cell cycle arrest in mammalian cells and is a potent anti-tumor agent against murine experimental tumors in combination therapy.
Leptomycin B has been shown to be a potent and specific nuclear export inhibitor in human and the fission yeast Schizosaccharomyces pombe. Leptomycin B alkylates and inhibits CRM1 (chromosomal region maintenance)/exportin 1 (XPO1), a protein required for nuclear export of proteins containing a nuclear export sequence (NES), by glycosylating a cysteine residue (cysteine 529 in S. pombe). In addition to antifungal and antibacterial activities, Leptomycin B blocks the cell cycle and is a potent anti-tumor agent. At low nM concentrations, Leptomycin B blocks the nuclear export of many proteins including HIV-1 Rev, MAPK/ERK, and NF-κB/IκB, and it inhibits the inactivation of p53. Leptomycin B also inhibits the export and translation of many RNAs, including COX-2 and c-Fos mRNAs, by inhibiting export of ribonucleoproteins.
Leptomycin A (LPA) was discovered together with LMB. LMB is twice as potent as LPA.
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