554715-M

Retro-2

A cell-permeable tricyclic imine compound that inhibits the endosome-to-Golgi retrograde transport, but not cellular uptake, of CtxB, StxB without affecting cellular uptake/trafficking of Tf or EGF.

• Synonym(s): Retro-2, Cholera Toxin Retrograde Transport Blocker, Ricin Retrograde Transport Blocker, SLT Retrograde Transport Blocker, 2-(((5-Methyl-2-thienyl)methylene)amino)-N-phenylbenzamide
• Empirical Formula (Hill Notation): C₁₉H₁₆N₂OS
• Molecular Weight: 320.41
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: tan
• solubility: DMSO: 50 mg/mL
• storage temp.: 2-8°C

Description

General description

A cell-permeable tricyclic imine compound that inhibits the endosome-to-Golgi retrograde transport, but not cellular uptake, of CtxB (Cholera toxin B chain), StxB (Shiga-like toxin B chain), and the plant toxin ricin from castor seed in HeLa cells (20 µM), without affecting cellular uptake and trafficking of Tf (Transferrin), EGF, and vesicular stomatitis virus glycoprotein VSVG^ts045. Retro-2 is demonstrated to selectively affect the cellular distribution of SNARE proteins Synt5 and Synt6, but not 24 other Golgi and endocytic pathway proteins. Retro-2 pretreatment is shown to effectively protect against ricin-, Stx1-, and Stx2-induced cytotoxicity in HeLa cultures in vitro (Fold of protection against 4 h toxin incubation = 2.7, 22, and 65, respectively, with 0.5 h 20 µM Retro-2 pretreatment), as well as ricin-induced (2 µg/kg by nasal spray) fatality in mice in vivo (0 mortality with one 200 mg/kg i.p. dose 1h prior to toxin exposure).

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

It is recommended to prepare a stock solution for 3 month use each time and store the unreconstituted material in solid form, protected from moisture and preferably under inert gas, for best long-term stability during storage.

Other Notes

Stechmann, B., et al. 2010. Cell141, 231.

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable