Key facts
CAS number:87081-35-4,
Purity:>95%,
Form:LiquidSee storage information,
Source:Steptomyces sp.,
Molecular weight:540.7 Da,
Molecular formula:C33H48O6,
PubChem:6917907,
Nature:Native,
Biochemical name:Leptomycin B,
Biological description:Potent inhibitor of CRM-1-mediated (exportin-1) nuclear export. Displays antibiotic, antifungal, and antitumor properties and blocks the cell cycle at G1 and G2 phases. Potent inhibitor of nucleo-cytoplasmic translocation of Rev. Also shown to suppress HIV-1 replication in human monocytes (IC50 = 600 pM).,
Canonical smiles:CCC(=CC(C)CC=CC(=CC(C)C(=O)C(C)C(C(C)CC(=CC(=O)O)C)O)C)C=CC1C(C=CC(=O)O1)C,
Isomeric smiles:CC/C(=C/[C@H](C)C/C=C/C(=C/[C@@H](C)C(=O)[C@@H](C)[C@@H]([C@@H](C)C/C(=C/C(=O)O)/C)O)/C)/C=C/[C@H]1[C@H](C=CC(=O)O1)C,
InChi: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,
InChiKey:YACHGFWEQXFSBS-XYERBDPFSA-N,
IUPAC Name:(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-19-[(2S,3S)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid
Product details:
Supplied in ethanol (25 μg/ml).
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store under desiccating conditions
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
CRM1 also known as exportin 1 is a significant nuclear export protein with a molecular mass of approximately 123 kDa. It is expressed in a wide range of eukaryotic cells being an important component in transporting molecules from the nucleus to the cytoplasm. The CRM1 protein binds cargo proteins bearing a leucine-rich nuclear export signal (NES) and facilitates their passage through the nuclear pore complex. Due to its essential role in nuclear-cytoplasmic transport CRM1 serves as a targeted protein in various research and therapeutic contexts.
Biological function summary
CRM1 participates in the regulation of gene expression by controlling the export of mRNA and ribosomal subunits. It does not act alone but associates with other proteins such as Ran GTPase to form a functioning export complex. This CRM1 complex plays a pivotal role in maintaining cellular homeostasis and responding to cellular stress by regulating the localization of key signaling molecules and transcription factors.
Pathways
CRM1 integrates into critical pathways such as the Wnt signaling pathway and DNA damage response. In the Wnt signaling pathway CRM1 influences the localization and activity of beta-catenin a central protein in the pathway. In the DNA damage response CRM1 interacts with p53 a notable tumor suppressor protein. Through these pathways CRM1 ensures proper control of cell proliferation apoptosis and differentiation.
CRM1 is implicated in cancer and viral infections. Dysregulation of CRM1-mediated nuclear export can lead to abnormal accumulation of oncogenic proteins in the cytoplasm which contributes to cancer pathogenesis. CRM1 overexpression is often observed in several cancers including leukemia and pancreatic cancer linking it to essential regulatory proteins like p53 and NF-kB. Additionally certain viruses exploit CRM1’s export mechanism to enhance their replication making it a target for antiviral research.
