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Leptomycin is a polyketide antibiotic initially produced by Streptomyces. Leptomycin exhibits anticancer and antifungal activity. Leptomycin inhibits CRM1, preventing nuclear export of proteins. In lung cancer cells, leptomycin induces G1 phase cell cycle arrest; in cervical carcinoma cells, leptomycin increases activation of p53, inducing apoptosis.
| Cas No. | 87081-35-4 |
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| Purity | ≥98% |
| Formula | C33H48O6 |
| Formula Wt. | 540.74 |
| Chemical Name | 19-(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-Nonadecapentaenoic acid |
| IUPAC Name | (2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-6-hydroxy-3,5,7,9,11, 15-hexamethyl-19-[(2R,3S)-3-methyl-6-oxo-2, 3-dihydropyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid |
| Synonym | LMB, Elactocin, CI-940, CL-1957A, NSC-364372, PD-114720. |
| Melting Point | 41-44°C |
| Solubility | Soluble in ethanol or methanol. |
| Appearance | Clear colorless solution in absolute ETOH |
| Store Temp | -20°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Sun Q, Carrasco YP, Hu Y, et al. Nuclear export inhibition through covalent conjugation and hydrolysis of Leptomycin B by CRM1. Proc Natl Acad Sci U S A. 2013 Jan 22;110(4):1303-8. PMID: 23297231.
Abkallo HM, Kawano H, Watanabe K, et al. A new cell-based reporter system for sensitive screening of nuclear export inhibitors. Drug Discov Ther. 2011 Dec;5(6):286-92. PMID: 22466439.
Lu C, Shao C, Cobos E, et al. Chemotherapeutic sensitization of leptomycin B resistant lung cancer cells by pretreatment with doxorubicin. PLoS One. 2012;7(3):e32895. PMID: 22412944.
Hamamoto T, Gunji S, Tsuji H, et al. Leptomycins A and B, new antifungal antibiotics. I. Taxonomy of the producing strain and their fermentation, purification and characterization. J Antibiot (Tokyo). 1983 Jun;36(6):639-45. PMID: 6874585.