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L6417 Sigma-Aldrich

Leptomycin A

from Streptomyces sp., ~95% (HPLC), methanol solution

Synonym: 19-(3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-3,5,7,9,11,15,17-heptamethyl-6-hydroxy-8-oxo-2,10,12,16,18-nonadecapentaenoic acid, Jildamycin

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics G-M, Antifungal, Bioactive Small Molecule Alphabetical Index,
biological source   Streptomyces sp.
InChI Key   QECBVZBMGUAZDL-DLWOFZAMSA-N
assay   ~95% (HPLC)
form   methanol solution
Mode of action   protein synthesis | interferes
antibiotic activity spectrum   fungi
shipped in   dry ice
storage temp.   −20°C

Description

Biochem/physiol Actions

Leptomycins are antifungal antibiotics with unique unsaturated, branched-chain fatty acid structures. The physiochemical and biological properties of Leptomycins A and B are very similar. Both are considered to be specific inhibitors of nuclear export. The suggested inhibition mechanism involves the direct binding of leptomycins to CRM1 (Exportin-1), which is the main nuclear export protein. This blocks the binding of CRM1 to proteins containing a nuclear export signal (NES), and therefore prevents their export from the nucleus. Although more research on nuclear export inhibition has been performed using Leptomycin B, it has been shown that Leptomycin A has similar effects and can induce, for example, nuclear accumulation of wild-type ERK5.
Leptomycin A is also active against Schizosaccaromyces pombe and Mucor rouxianus.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
1
Flash Point(F) 
48.2 °F
Flash Point(C) 
9 °C

Milli-Q® Water Purification Solutions
Protocols & Articles
Peer-Reviewed Papers
15

References

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