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Leptomycin B solution from Streptomyces sp._Molecular_structure_CAS_87081-35-4)
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Leptomycin B solution from Streptomyces sp.

Catalog No. L2913 Name Sigma Aldrich
CAS Number 87081-35-4 Website http://www.sigmaaldrich.com
M. F. C33H48O6 Telephone 1-800-521-8956
M. W. 540.73062 Fax
Purity ≥95% (HPLC) Email
Storage Chembase ID: 132825

SYNONYMS

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-3,6-dihydro-2H-pyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid
IUPAC Traditional name
leptomycin B

DATABASE IDS

CAS Number 87081-35-4
PubChem SID 24896330
MDL Number MFCD06795848

PROPERTIES

Purity ≥95% (HPLC)
Quality Level PREMIUM
Shipped in dry ice
Flash Point 18 °C
Flash Point 64.4 °F
GHS Pictograms GHS02
GHS Pictograms GHS06
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H225-H301-H311-H331-H370
European Hazard Symbols Flammable Flammable (F)
European Hazard Symbols Toxic Toxic (T)
GHS Precautionary statements P210-P260-P280-P301 + P310-P311
RID/ADR UN 1230 3/PG 2
Risk Statements 11-23/24/25-39/23/24/25
Safety Statements 16-36/37-45
Storage Temperature -20°C
Hazard Class 3
UN Number 1230
Packing Group 2
German water hazard class 1

DETAILS

Description (English)
Biochem/physiol Actions
Leptomycin B is an unsaturated, branched-chain fatty acid, and is an important tool in the study of nuclear export. It is a specific inhibitor of proteins containing nuclear export signal. It inhibits nucleo-cytoplasmic translocation of molecules such as the HIV-1 Rev protein and Rev-dependent export of mRNA. The addition of very small amounts to fibroblasts causes accumulation of MEK in the nucleus. Other proteins that are influenced by leptomycin B are actin, c-Abl, cyclin B1, MDM2/p53, IκB, MPF, and PKA. The suggested inhibition mechanism involves the direct binding of leptomycin B to CRM1, which blocks the binding of CRM1 to proteins containing the nuclear export signal, via the interaction with cysteine residue in CRM1 control conserved region.
General description
Leptomycin B is an anti-fungal antibiotic, anti-tumor cytotoxin that inhibits CRM1-dependent, NES-dependent nucleo-cytoplasmic translocation (nuclear export inhibitor). NES containing proteins include HIV-1 REV; actin, c-Abl, cyclin B1, MDM2/p53, I?B, MPF, PKA and MEK.

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