Leptomycin B
Molecular Formula
C33H48O6
M.W.
540.70
CAS number
87081-35-4
Source
Streptomyces sp.
Fermentek product Code
LPB-001
Brand/grade
For research
Appearance
Lyophilized powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 10mg/ml of Methanol
Names and identifiers

Synonyms: 

  • Elactocin
  • Mantuamycin
  • Antibiotic CI 940
  • Antibiotic CL 1957A

RTECS:      RA5390000

EU number
617-954-4
Description

Leptomycin B is an unsaturated, branched-chain fatty acid.

Until 4-jun-2018 Leptomycin had been offered by Fermentek in the form of 1% V/W solution in Methanol/Water mix. Since then, it is offered as lyophylizate.

InChl Key
YACHGFWEQXFSBS-XYERBDPFSA-N
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
Solubility ( literature )

Leptomycin B is soluble in ethanol, methanol.

Until 4-jun-2018, Fermentek supplied Leptomycin in form of 1% w/v solution in Methanol/water. Since 4-jun-2018 it is as a lyophylisate. 

Compound Classification

Fatty acid antibiotic

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Hygroscopic substance.
Protect from moisture
Applications

Leptomycin B is an important tool in the study of nuclear export. Leptomycin B is twice as potent as Leptomycin A Leptomycin B (LPB) was originally discovered as a potent anti-fungal antibiotic from Streptomyces sp. However, recent data (2003) showed that Leptomycin causes G1 cell cycle arrest in mammalian cells and is a potent anti-tumor agent against murine experimental tumors. Leptomycin B is a potent and specific nuclear export inhibitor. Leptomycin B alkylates and inhibits CRM1 (chromosomal region maintenance)/exportin 1, a protein required for nuclear export of proteins containing a nuclear export sequence (NES). 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 stabilizes the expression 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.

Disclaimer
Refer to MSDS for further safety and handling instructions.
Ingredient type
Fermentek product
Available since
Title
Deleted CAS Numbers
Value
94730-69-5
Title
Change notif 4-jun-2018
Value
Supplied as lyophilisate
Title
comments: safety
Value
The info regarding toxicity/flammability is about the methanol. We offer solid material.
Signal to sort
L