553590

Ratjadone A

InSolution, ≥95%, Synthetic

• Synonym(s): InSolution Ratjadone A, Synthetic, Ratjadon, Chromosome Region Maintenance 1 Protein Inhibitor II, CRM1 Inhibitor II, Exportin 1 Inhibitor II, XPO1 Inhibitor II
• Empirical Formula (Hill Notation): C₂₈H₄₀O₅
• CAS Number: 163564-92-9
• Molecular Weight: 456.61
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• solubility: aqueous buffer: ≤100 μM; methanol: 20 mg/mL
• shipped in: wet ice
• storage temp.: −70°C
• InChI: 1S/C28H40O5/c1-6-9-26-22(5)25(30)18-27(33-26)24(29)12-7-10-19(2)16-21(4)17-20(3)14-15-23-11-8-13-28(31)32-23/h6-10,12-15,17,21-27,29-30H,11,16,18H2,1-5H3/b9-6+,12-7+,15-14+,19-10+,20-17-/t21-,22+,23-,24-,25-,26+,27+/m1/s1
• InChI key: CAYGMWMWJUFODP-AYFTZVAISA-N

Description

General description

A cell-permeable polyketide that displays potent anti-tumor properties in eukaryotes. Originally identified as a metabolite from the myxobacterium Sorangium cellulosum for its antibiotic activities against yeast and filamentous fungi. Ratjadones act by inhibiting nuclear export of LR-NES (leucine rich-nuclear export signal)-containing proteins by covalently binding to CRM1. Inhibits proliferation (IC₅₀ ≤1 ng/ml) and induces cell cycle arrest at the G1 phase.

A cell-permeable polyketide that displays potent antitumor properties in eukaryotes. Originally identified as a metabolite from the myxobacterium Sorangium cellulosum for its antibiotic activities against yeasts and filamentous fungi, ratjadones inhibit nuclear export of LR-NES (leucine rich-nuclear export signal)-containing proteins by covalently binding to CRM1. Inhibits proliferation (IC₅₀ ≤ 1 ng/ml) and induces cell cycle arrest at G1 phase.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
nuclear export of LR-NES

Product does not compete with ATP.

Reversible: no

Target IC₅₀: ≤ 1 ng/ml for inhibiting proliferation and inducing cell cycle arrest at G1 phase

Packaging

Packaged under inert gas

Warning

Toxicity: Flammable (J)

Physical form

A 5 µg/ml solution (2 µg in 400 µl) in methanol.

Reconstitution

Following initial thaw, aliquot and freeze (-70°C).

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Köster, M., et al. 2003. Exp. Cell Res.286, 321.
Kalesse, M., et al. 2001. Chem biochem2, 709.
Gerth, K., et al. 1995. J. Antibiot.48, 973.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS02,GHS06,GHS08
• signalword: Danger
• hcodes: H225,H301 + H311 + H331,H370
• pcodes: P210 - P233 - P280 - P301 + P310 - P303 + P361 + P353 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
• target_organs: Eyes,Central nervous system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 2
• flash_point_f: 49.5 °F
• flash_point_c: 9.7 °C